Palladium-Catalyzed Oxidative Cyclization of Tertiary Enamines for Synthesis of 1,3,4-Trisubstituted Pyrroles and 1,3-Disubstituted Indoles
|
|
- Allan Baldwin
- 5 years ago
- Views:
Transcription
1 Supporting Information for Palladium-Catalyzed Oxidative Cyclization of Tertiary Enamines for Synthesis of 1,3,4-Trisubstituted Pyrroles and 1,3-Disubstituted Indoles Xiao-Li Lian, Zhi-Hui Ren, Yao-Yu Wang, and Zheng-Hui Guan* Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi an , P. R. China CONTENTS 1. General information s2 2. General procedure for the preparation of tertiary enamines s2 3. The optimization of reaction conditions for Pd-catalyzed oxidative cyclization of enamines for synthesis of 1,3-disubstituted indoles S2-S3 4. Typical procedure for Pd-catalyzed cyclization of enamines S3 5. Characterization data of products S4 S10 6. Copies of 1 H and 13 C NMR spectra s11-s58 - S 1 -
2 1. General Information 1 H and 13 C NMR spectra were recorded on Varian instrument (400 MHz) and (100 MHz). The following abbreviations (or combinations thereof) were used to explain multiplicities: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet, b = broad. Coupling constants, J were reported in Hertz unit (Hz). Thin layer chromatography was carried out using silica gel GF254 and flash column chromatography was performed using silica gel mesh. Unless otherwise stated, all reagents and solvents were purchased from commercial suppliers and used without further purification. 2. General procedure for the preparation of N-substituted enamines N-substituted enamines were prepared according to following literatures: (1) Pen, Y.; Liu, H.; Tang, M.; Cai, L.; Pike, V. Chin. J. Chem. 2009, 27, (2) Byun, E.; Hong, B.; De Castro, K.; Lim, M.; Rhee, H. J. Org. Chem. 2007, 72, (3) X. Ji, H. Huang, W. Wu, X. Li, H. Jiang, J. Org. Chem. 2013, 78, The optimization of reaction conditions for Pd-catalyzed oxidative cyclization of enamines for synthesis of 1,3-disubstituted indoles. [a] Entry Catalyst Additive Solvent T ( o C) Yield[%] [b] 1 Pd(OAc) 2 - CH 3 CN Pd(OAc) 2 K 2 CO 3 CH 3 CN 100 NR 3 Pd(OAc) 2 PivOH CH 3 CN Pd(TFA) 2 PivOH CH 3 CN PdCl 2 PivOH CH 3 CN [c] PdCl 2 PivOH CH 3 CN S 2 -
3 7 [c] PdCl 2 TFA CH 3 CN [c] PdCl 2 TFA DMF [c] PdCl 2 TFA toluene [c] PdCl 2 TFA DCE [c] PdCl 2 TFA CH 3 CN [a] Reaction conditions: 3a (0.2 mmol), [Pd] (5 mol%), Cu(OAc) 2 (1.2 equiv), Additive (1.0 equiv) in CH 3 CN (2 ml) at 100 o C, in air. [b] Isolated yield. [c] The reaction was carried out with 2.0 equiv of Cu(OAc) Typical procedure for Pd-catalyzed cyclization of enamines Typical procedure for synthesis of 1,3,4-trisubstituted pyrroles: (E)-ethyl 3-(allyl(phenyl)amino)acrylate 1a (0.2 mmol), Pd(OAc) 2 (5 mol%), Cu(OAc) 2 (0.44 mmol), TFA (0.2 mmol) and CH 3 CN (2 ml) was stirred in a 10 ml round-bottom flask at 60 o C in air. After completion of the reaction (detected by TLC), the reaction mixture was cooled to room temperature, quenched with H 2 O (10 ml) and extracted with EtOAc (3 10 ml) or CH 2 Cl 2 (3 10 ml). Removal of the solvent in vacuo and purification of the residue by flash chromatography (SiO 2, pentane/etoac) provided pyrrole 2a (70%) as a pale yellow solid. Typical procedure for synthesis of 1,3-disubstituted indoles: (E)-butyl 3-(methyl(phenyl)amino)acrylate 3a (0.2 mmol), PdCl 2 (5 mol%), Cu(OAc) 2 (0.40 mmol), TFA (0.2 mmol) and CH 3 CN (2 ml) was stirred in a 10 ml round-bottom flask at 100 o C in air. After completion of the reaction (detected by TLC), the reaction mixture was cooled to room temperature, quenched with H 2 O (10 ml) and extracted with EtOAc (3 10 ml) or CH 2 Cl 2 (3 10 ml). Removal of the solvent in vacuo and purification of the residue by flash chromatography (SiO 2, pentane/etoac) provided indole 4a (68%) as a white solid. - S 3 -
4 5. Characterization data of products CO 2 Et N 2a 2a: Yield: 70% (32.1 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.55 (s, 1 H), δ = (m, 2 H), δ = (d, J = 7.6 Hz, 2 H), δ = (m, 1 H), δ = 6.72 (s, 1 H), δ = (m, 2 H), δ = 2.34 (s, 3 H), δ = 1.26 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.2, 139.7, 129.6, 126.3, 124.7, 122.9, 120.4, 118.9, 116.5, 59.4, 14.4, HRMS Calcd (ESI) m/z for C 14 H 15 NNaO 2 : [M+Na] , found: b: Yield: 62% (30.1 mg), pale yellow liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.53 (d, J = 2.4 Hz, 1 H), δ = (m, 4 H), δ = 6.72 (s, 1 H), δ = (m, 2 H), δ = 2.30 (s, 3 H), δ = 2.25 (s, 3 H), δ = 1.28 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.3, 137.5, 136.3, 130.1, 124.8, 122.8, 120.4, 119.0, 116.3, 59.4, 29.7, 20.9, 14.5, HRMS Calcd (ESI) m/z for C 15 H 17 NNaO 2 : [M+Na] , found: c: Yield: 62% (30.1 mg), pale yellow liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.54 (s, 1 H), δ = (m, 1 H), δ = (d, J = 11.6 Hz, 2 H), δ = (d, J = 7.2 Hz, 1 H), δ = 6.73 (s, 1 H), δ = (m, 2 H), δ = 2.31 (s, 3 H), 2.25 (s, 3 H), δ = 1.27 (t, J = 6.8 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.2, 139.7, 139.7, 129.4, 127.1, 124.7, 122.8, 121.1, 118.9, 117.5, 116.4, 59.4, 21.4, 14.5, HRMS Calcd (ESI) m/z for C 15 H 17 NNaO 2 : [M+Na] , found: CO 2 Et N 2d 2d: Yield: 52% (26.7 mg), yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.53 (d, J = 2.4 Hz, 1 H), δ = 7.08 (s, 2 H), δ = (m, 1 H), δ = 6.71 (s, 1 H), δ = (m, 2 H), δ = 2.25 (s, 3 - S 4 -
5 H), δ = 2.23 (s, 3 H), δ = 2.20 (s, 3 H), δ = 1.28 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.3, 138.0, 137.7, 134.9, 130.5, 124.8, 122.7, 121.8, 119.1, 117.8, 116.1, 59.4, 19.9, 19.2, 14.5, HRMS Calcd (ESI) m/z for C 16 H 19 NNaO 2 : [M+Na] , found: CO 2 Et N 2e 2e: Yield: 40% (19.4 mg), colourless liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.34 (d, J = 2.4 Hz, 1 H), (d, J = 3.6 Hz, 2H), ( m, 3H), δ = (m, 2 H), δ = 2.33 (s, 3 H), δ = 2.21 (s, 3 H), δ = 1.34 (t, J = 8.0 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.4, 139.6, 133.6, 131.1, 128.1, 127.7, 126.7, 126.4, 121.8, 121.6, 59.4, 17.8, 14.5, HRMS Calcd (ESI) m/z for C 15 H 17 NNaO 2 : [M+Na] , found: f: Yield: 55% (28.5 mg), pale yellow liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.47 (d, J = 2.0 Hz, 1 H), δ = 7.19 (d, J = 3.6 Hz, 2 H), δ = 6.86 (d, J = 8.8 Hz, 2 H), δ = 6.66 (s, 1 H), δ = (m, 2 H), δ = 3.75 (s, 3 H), δ = 2.25 (s, 3 H), δ = 1.27 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.3, 158.1, 133.4, 125.0, 122.1, 119.4, 116.0, 114.7, 59.4, 55.5, 29.7, 14.5, HRMS Calcd (ESI) m/z for C 15 H 17 NNaO 3 : [M+Na] , found: g: Yield: 60% (49.4 mg), yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.48 (d, J = 1.6 Hz, 1 H), δ = (m, 2 H), δ = (m, 2 H), δ = 6.67 (s, 1 H), δ = (m, 2 H), δ = 2.24 (s, 3 H), δ = 1.27 (t, J = 6.8 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.1, (d, J CF = 244.8Hz), 136.2, 125.0, 123.1, (d, J CF = 8.3 Hz), 119.2, 116.7, (d, J CF = 22.9 Hz), 59.5, 14.5, HRMS Calcd (ESI) m/z for C 14 H 14 FNNaO 2 : [M+Na] , found: CO 2 Et N 2h Cl - S 5 -
6 2h: Yield: 67% (35.2 mg), yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.56 (s, 1 H), δ = 7.36 (d, J = 8.0 Hz, 2 H), δ = 7.27 (d, J = 8.0 Hz, 2 H), δ = 6.75 (s, 1 H), δ = (m, 2 H), δ = 2.29 (s, 3 H), δ = 1.32 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.0, 138.3, 131.9, 129.7, 124.6, 123.4, 121.6, 118.8, 117.0, 59.5, 14.5, HRMS Calcd (ESI) m/z for C 14 H 14 ClNNaO 2 : [M+Na] , found: i: Yield: 61% (32.1 mg), pale yellow liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.54 (s, 1 H), δ = (m, 2 H), δ = 7.18 (s, 2 H), δ = δ = 6.73 (s, 1 H), δ = (m, 2 H), δ = 2.24 (s, 3 H), δ = 1.28 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.0, 140.7, 135.3, 130.7, 126.4, 123.5, 120.6, 118.7, 118.4, 117.2, 59.6, 14.5, HRMS Calcd (ESI) m/z for C 14 H 14 ClNNaO 2 : [M+Na] , found: j: Yield: 56% (34.4 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.52 (s, 1 H), δ = 7.49 (d, J = 8.4 Hz, 2 H), δ = 7.17 (d, J = 8.8 Hz, 2 H), δ = 6.71 (s, 1 H), δ = (m, 2 H), δ = 2.24 (s, 3 H), δ = 1.28 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.0, 138.8, 132.7, 124.5, 123.4, 121.8, 119.6, 118.7, 117.1, 59.7, 14.5, HRMS Calcd (ESI) m/z for C 14 H 14 BrNNaO 2 : [M+Na] , found: k: Yield: 45% (25.1 mg), pale yellow solid 1 H NMR (CDCl 3, 400 MHz): δ = 7.82 (d, J = 8.8 Hz, 1 H), δ = (m, 2 H), δ = (m, 2 H), (m, 3 H), δ = 6.87 (s, 1 H), δ = (m, 2 H), δ = 2.29 (s, 3 H), δ = 1.30 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.2, 137.1, 133.6, 131.7, 129.8, 127.8, 126.0, 124.9, 123.2, 119.6, 119.1, 117.7, 116.8, 59.5, 14.5, HRMS Calcd (ESI) m/z for C 18 H 17 NNaO 2 : [M+Na] , found: S 6 -
7 CO 2 Me N CO 2 Me 2l 2l: Yield: 65% (32.5 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.34 (d, J = 7.6 Hz, 2 H), δ = 7.20 (d, J = 6.8 Hz, 2 H), δ = 6.58 (s, 1 H), δ = 3.78 (s, 3 H), δ = 3.63 (s, 3 H), δ =2.16 (s, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.4, 161.9, 139.3, 129.0, 128.1, 126.0, 125.2, 124.4, 120.9, 119.4, 52.2, 51.6, HRMS Calcd (ESI) m/z for C 15 H 15 NNaO 4 : [M+Na] , found: m: Yield: 62% (30.1 mg), yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.58 (s, 1 H), δ = (m, 4 H), δ = (d, J = 6.4 Hz, 2 H), δ = 6.76 (s, 1 H), δ = (m, 2 H), δ = (m, 3 H), δ = 1.28 (t, J = 6.8 Hz, 3 H), δ = (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ = 165.0, 139.9, 130.0, 129.6, 125.0, 120.5, 117.8, 116.0, 59.4, 19.6, 14.5, HRMS Calcd (ESI) m/z for C 15 H 17 NNaO 2 : [M+Na] , found: n: Yield: 55% (28.3 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.58 (s, 1 H), δ = (m, 4 H), δ = (d, J = 10.8 Hz, 1 H), δ = 6.77 (s, 1 H), δ = (m, 2 H), δ = (m, 1 H), δ = 1.28 (t, J = 6.8 Hz, 3 H), δ = 1.20 (d, J = 6.8 Hz, 6 H); 13 C NMR (CDCl 3, 100 MHz): δ = 164.9, 139.9, 135.4,129.6, 126.4,125.2, 120.6, 116.5, 115.4, 59.4, 25.5, 23.6, HRMS Calcd (ESI) m/z for C 16 H 19 NNaO 2 : [M+Na] , found: a: Yield: 68% (31.4 mg), white solid; 1 H NMR (CDCl 3, 400 MHz): δ = 8.17 (t, J = 4.8 Hz,1 H), 7.77 (s, 1H), (m, 3 H), 4.33 (t, J = 6.4 Hz, 2 H), 3.81 (s, 3 H), 1.78 (t, J = 6.8 Hz, 2 H), (m, 2 H), 0.99 (t, J = 7.2 Hz, 3H) ; 13 C NMR (CDCl 3, 100 MHz): δ =165.2, 137.1, 135.1, 126.5, 122.6, 121.7, 121.6, 109.7, 107.1, 63.5, 33.4, 31.0, 19.4, HRMS Calcd (ESI) m/z for - S 7 -
8 C 14 H 17 NNaO 2 : [M+Na] , found: CO 2 Me N 4b 4b: Yield: 55% (20.8 mg), white solid; 1 H NMR (CDCl 3, 400 MHz): δ = (m, 1 H), 7.78 (s, 1 H), (m, 3 H), 3.91 (s, 3 H), 3.82 (s, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =165.4, 137.1, 135.1, 126.5, 122.7, 121.8, 121.5, 109.7, 106.7, 50.9, HRMS Calcd (ESI) m/z for C 11 H 11 NNaO 2 : [M+Na] , found: CO 2 Et N 4c 4c: Yield: 55% (22.3 mg), white solid; 1 H NMR (CDCl 3, 400 MHz): δ = 8.18 (d, J = 6.8 Hz, 1 H), 7.77 (s, 1 H), (m, 3 H), 4.37(d, J = 6.8 Hz, 2 H), 3.80 (s, 3 H), (m, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =165.1, 137.1, 135.1, 126.5, 122.6, 121.7, 121.6, 109.7, 107.0, 59.6, 33.3, 29.7, HRMS Calcd (ESI) m/z for C 12 H 13 NNaO 2 : [M+Na] , found: d: Yield: 61% (28.2 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 8.15 (d, J = 6.0 Hz, 1 H), 7.70 (s, 1 H), (m, 3 H), 3.78 (s, 3 H), 1.63(s, 9 H); 13 C NMR (CDCl 3, 100 MHz): δ =164.6, 137.1, 135.0, 126.5, 122.5, 121.6, 109.6, 108.6, 79.7, 33.3, HRMS Calcd (ESI) m/z for C 14 H 17 NNaO 2 : [M+Na] , found: e: Yield: 50% (25.1 mg), white solid; 1 H NMR (CDCl 3, 400 MHz): δ = (m, 1 H), 7.93 (s, 1 H), (m, 5 H), 7.24 (d, J = 8.0 Hz, 2 H), 3.84 (s, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =164.6, 137.1, 135.0, 126.5, 122.5, 121.6, 109.6, 108.6, 79.7, 33.3, HRMS Calcd (ESI) m/z for C 16 H 13 NNaO 2 : [M+Na] , found: S 8 -
9 4f: Yield:60% (29.4 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 8.03 (d, J = 8.0 Hz, 1 H), 7.70 (s, 1 H), 7.11 (d, J =9.2 Hz, 2 H), 4.32 (t, J = 6.4 Hz, 2 H), 3.77 (s, 3 H), 2.50 (s, 3 H), 1.77 (t, J = 7.2 Hz,2 H), (m, 2 H), 0.99 (t, J = 7.6 Hz, 3 H) ; 13 C NMR (CDCl 3, 100 MHz): δ =165.3, 137.5, 134.6, 132.6, 124.3, 123.5, 121.2, 109.7, 107.0, 63.4, 33.2, 31.0, 21.8, 19.4, HRMS Calcd (ESI) m/z for C 15 H 19 NNaO 2 : [M+Na] , found: g: Yield: 52% (27.0 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.92 (s, 1 H), 7.65 (s, 1 H), 7.09 (s, 1 H), 4.32 (t, J = 6.8 Hz, 2 H), 3.75 (s, 3 H), 2.39 (s, 6 H), 1.77 (t, J = 7.2 Hz, 2 H), (m, 2 H), 0.99 (t, J = 7.2 Hz, 3H) ; 13 C NMR (CDCl 3, 100 MHz): δ =165.3, 136.0, 134.3, 131.8, 130.6, 124.8, 121.6, 110.0, 106.4, 63.3, 33.3, 31.0, 20.6, 20.2, 19.4, HRMS Calcd (ESI) m/z for C 16 H 21 NNaO 2 : [M+Na] , found: h: Yield: 65% (31.9 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = (m, 1 H), 7.85 (s, 1 H), (m, 1 H), (m, 2 H), (m, 2 H), (m, 2 H), 1.78 (t, J = 7.6 Hz, 2 H), 1.50 (t, J = 7.6 Hz, 5 H), 0.99 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =165.3, 136.2, 133.4, 126.7, 121.7, 121.7, 109.8, 107.2, 63.5, 41.5, 31.0, 19.4, 15.1, HRMS Calcd (ESI) m/z for C 15 H 19 NNaO 2 : [M+Na] , found: i: Yield: 51% (26.2 mg), pale yellow solid; 1 H NMR (CDCl 3, 400 MHz): δ = 7.89 (d, J = 8.0 Hz, 1 H), 7.79 (s, 1 H), 7.18 (t, J = 7.2 Hz, 1 H), (m, 1 H), (m, 2 H), 4.19 (s, 2 H), 3.00 (s, 2 H), 2.25 (s, 2 H), (m, 2 H), 1.51 (d, J = 7.2 Hz, 2 H), 0.99 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =165.6, 134.4, 132.3, 124.4, 122.2, 122.2, 119.8, 119.0, 107.3, - S 9 -
10 63.5, 44.7, 31.0, 24.3, 22.7, 19.4, HRMS Calcd (ESI) m/z for C 16 H 19 NNaO 2 : [M+Na] , found: j: Yield: 15% (8.0 mg), pale yellow liquid; 1 H NMR (CDCl 3, 400 MHz): δ = 8.26 (d, J = 7.2 Hz, 1 H), 8.04 (s, 1 H), (m, 5 H), (m, 3 H), (m, 2 H), 1.44 (t, J = 7.2 Hz, 3 H); 13 C NMR (CDCl 3, 100 MHz): δ =165.1, 138.5, 136.6, 134.1, 129.8, 127.8, 126.9, 124.8, 123.4, 122.4, 121.9, 111.0, 109.4, 59.9, HRMS Calcd (ESI) m/z for C 17 H 15 NNaO 2 : [M+Na] , found: S 10 -
11 6. Copies of 1 H and 13 C NMR Spectra CO 2 Et N 2a - S 11 -
12 CO 2 Et N 2a - S 12 -
13 - S 13 -
14 - S 14 -
15 - S 15 -
16 - S 16 -
17 CO 2 Et N 2d - S 17 -
18 CO 2 Et N 2d - S 18 -
19 CO 2 Et N 2e - S 19 -
20 CO 2 Et N 2e - S 20 -
21 - S 21 -
22 - S 22 -
23 - S 23 -
24 - S 24 -
25 CO 2 Et N 2h Cl - S 25 -
26 CO 2 Et N 2h Cl - S 26 -
27 - S 27 -
28 - S 28 -
29 - S 29 -
30 - S 30 -
31 - S 31 -
32 - S 32 -
33 CO 2 Me N CO 2 Me 2l - S 33 -
34 CO 2 Me N CO 2 Me 2l - S 34 -
35 - S 35 -
36 - S 36 -
37 - S 37 -
38 - S 38 -
39 - S 39 -
40 - S 40 -
41 CO 2 Me N 4b - S 41 -
42 CO 2 Me N 4b - S 42 -
43 CO 2 Et N 4c - S 43 -
44 CO 2 Et N 4c - S 44 -
45 - S 45 -
46 - S 46 -
47 - S 47 -
48 - S 48 -
49 - S 49 -
50 - S 50 -
51 - S 51 -
52 - S 52 -
53 - S 53 -
54 - S 54 -
55 - S 55 -
56 - S 56 -
57 - S 57 -
58 - S 58 -
Supporting Information
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2015 Supporting Information Palladium-Catalyzed Regio-selective xidative C-H
More informationSynthesis of Enamides via CuI-Catalyzed Reductive Acylation of. Ketoximes with NaHSO 3
Supporting Information For Synthesis of Enamides via CuI-Catalyzed Reductive Acylation of Ketoximes with NaHSO 3 Zheng-Hui Guan*, Zhi-Yuan Zhang, Zhi-Hui Ren, Yao-Yu Wang, and Xumu Zhang Key Laboratory
More informationSynthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed. Cascade Trifluoromethylation/Cyclization of. 2-(3-Arylpropioloyl)benzaldehydes
Supporting Information to Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes Yan Zhang*, Dongmei Guo, Shangyi
More informationCarbonylative Coupling of Allylic Acetates with. Arylboronic Acids
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Carbonylative Coupling of Allylic Acetates with Arylboronic Acids Wei Ma, a Ting Yu, Dong Xue,*
More informationSupporting Information for
Supporting Information for Room Temperature Palladium-Catalyzed Arylation of Indoles icholas R. Deprez, Dipannita Kalyani, Andrew Krause, and Melanie S. Sanford* University of Michigan Department of Chemistry,
More informationCurtius-Like Rearrangement of Iron-Nitrenoid Complex and. Application in Biomimetic Synthesis of Bisindolylmethanes
Supporting Information Curtius-Like Rearrangement of Iron-itrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes Dashan Li,, Ting Wu,, Kangjiang Liang,, and Chengfeng Xia*,, State
More informationHualong Ding, Songlin Bai, Ping Lu,* Yanguang Wang*
Supporting Information for Preparation of 2-Amino-3-arylindoles via Pd-Catalyzed Coupling between 3-Diazoindolin-2-imines and Arylboronic Acids as well as Their Extension to 3-Aryl-3-fluoroindolin-2-imines
More informationSupporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2019 Supporting Information Difluorocarbene-derived trifluoromethylselenolation of benzyl halides Xin-Lei
More informationSupporting Information for
Page of 0 0 0 0 Submitted to The Journal of Organic Chemistry S Supporting Information for Syntheses and Spectral Properties of Functionalized, Water-soluble BODIPY Derivatives Lingling Li, Junyan Han,
More informationBrønsted Base-Catalyzed Reductive Cyclization of Alkynyl. α-iminoesters through Auto-Tandem Catalysis
Supporting Information Brønsted Base-Catalyzed Reductive Cyclization of Alkynyl α-iminoesters through Auto-Tandem Catalysis Azusa Kondoh, b and Masahiro Terada* a a Department of Chemistry, Graduate School
More informationSupporting Information
Supporting Information Enantioselective Synthesis of 3-Alkynyl-3-Hydroxyindolin-2-ones by Copper-Catalyzed Asymmetric Addition of Terminal Alkynes to Isatins Ning Xu, Da-Wei Gu, Jing Zi, Xin-Yan Wu, and
More informationHow to build and race a fast nanocar Synthesis Information
How to build and race a fast nanocar Synthesis Information Grant Simpson, Victor Garcia-Lopez, Phillip Petemeier, Leonhard Grill*, and James M. Tour*, Department of Physical Chemistry, University of Graz,
More informationPd(II) Catalyzed C3-selective arylation of pyridine with (hetero)arenes SUPPORTING INFORMATION
Pd(II) Catalyzed C3-selective arylation of pyridine with (hetero)arenes Guo-Lin Gao,, Wujiong Xia, Pankaj Jain and Jin-Quan Yu *, Department of Chemistry, The Scripps Research Institute, 10550 N. Torrey
More informationSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2014 Supporting Information Palladium-Catalyzed Construction of Spirooxindoles by Arylative Cyclization of 3-( -Disubstituted)allylidene-2-Oxindoles
More informationSupporting information for A simple copper-catalyzed two-step one-pot synthesis of indolo[1,2-a]quinazoline
Supporting information for A simple copper-catalyzed two-step one-pot synthesis of indolo[1,2-a]quinazoline Chunpu Li 1,2, Lei Zhang 2, Shuangjie Shu 2 and Hong Liu* 1,2 Address: 1 Department of Medicinal
More informationSupporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2017 Supporting Information Palladium-Catalyzed Oxidative Allylation of Bis[(pinacolato)boryl]methane:
More informationN-Hydroxyphthalimide: a new photoredox catalyst for [4+1] radical cyclization of N-methylanilines with isocyanides
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2016 Electronic supplementary information for -Hydroxyphthalimide: a new photoredox catalyst for [4+1]
More informationSupplementary Information
Supplementary Information A fluorescent turn-on probe for bisulfite based on hydrogen bond-inhibited C=N isomerization mechanism Yuan-Qiang Sun, Pi Wang, Jing Liu, Jingyu Zhang and Wei Guo* School of Chemistry
More informationSupporting Information. Enantioselective Organocatalyzed Henry Reaction with Fluoromethyl Ketones
Supporting Information Enantioselective Organocatalyzed Henry Reaction with Fluoromethyl Ketones Marco Bandini,* Riccardo Sinisi, Achille Umani-Ronchi* Dipartimento di Chimica Organica G. Ciamician, Università
More informationSupporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Supporting Information TEMPO-catalyzed Synthesis of 5-Substituted Isoxazoles from Propargylic
More informationSupporting Information
Supporting Information (Tetrahedron. Lett.) Cavitands with Inwardly and Outwardly Directed Functional Groups Mao Kanaura a, Kouhei Ito a, Michael P. Schramm b, Dariush Ajami c, and Tetsuo Iwasawa a * a
More informationSupporting Information. for
Supporting nformation for Difunctionalization of alkenes with iodine and tert-butyl hydroperoxide (TBHP) at room temperature for the synthesis of 1-(tert-butylperoxy)-2-iodoethanes Hao Wang 1, Cui Chen
More informationElectronic Supplementary Information
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Electronic Supplementary Information Visible light-mediated dehydrogenative
More informationSupporting Information. Indole Synthesis via Cobalt(III)-Catalyzed Oxidative Coupling of N-Arylureas and Internal Alkynes
Supporting Information Indole Synthesis via Cobalt(III)-Catalyzed Oxidative Coupling of N-Arylureas and Internal Alkynes Zhuo-Zhuo Zhang, Bin Liu, Jing-Wen Xu, Sheng-Yi Yan, Bing-Feng Shi * Department
More informationPalladium-Catalyzed Alkylarylation of Acrylamides with
Supporting Information Palladium-Catalyzed Alkylarylation of Acrylamides with Unactivated Alkyl Halides Hua Wang, Li-a Guo, and Xin-Hua Duan* Department of Chemistry, School of Science and ME Key Laboratory
More informationSupporting Information
Supporting Information Divergent Reactivity of gem-difluoro-enolates towards Nitrogen Electrophiles: Unorthodox Nitroso Aldol Reaction for Rapid Synthesis of -Ketoamides Mallu Kesava Reddy, Isai Ramakrishna,
More informationTetrahydrofuran (THF) was distilled from benzophenone ketyl radical under an argon
SUPPLEMENTARY METHODS Solvents, reagents and synthetic procedures All reactions were carried out under an argon atmosphere unless otherwise specified. Tetrahydrofuran (THF) was distilled from benzophenone
More informationSynthesis of Glaucogenin D, a Structurally Unique. Disecopregnane Steroid with Potential Antiviral Activity
Supporting Information for Synthesis of Glaucogenin D, a Structurally Unique Disecopregnane Steroid with Potential Antiviral Activity Jinghan Gui,* Hailong Tian, and Weisheng Tian* Key Laboratory of Synthetic
More informationSupporting Information
Supporting Information Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp 2 ) H Functionalization Ashok Kumar Pandey, a Sang Hoon Han, a Neeraj Kumar Mishra,
More informationSUPPORTING INFORMATION
Dynamic covalent templated-synthesis of [c2]daisy chains. Altan Bozdemir, a Gokhan Barin, a Matthew E. Belowich, a Ashish. Basuray, a Florian Beuerle, a and J. Fraser Stoddart* ab a b Department of Chemistry,
More informationSupporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supporting Information Pd-Catalyzed C-H Activation/xidative Cyclization of Acetanilide with orbornene:
More informationSupporting Information
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2012 Subcellular Localization and Activity of Gambogic Acid Gianni Guizzunti,* [b] Ayse Batova, [a] Oraphin Chantarasriwong,
More informationElectronic Supplementary Information
Electronic Supplementary Information Regiodivergent Heterocyclization: A Strategy for the Synthesis of Substituted Pyrroles and Furans Using α-formyl Ketene Dithioacetals as Common Precursors Ting Wu,
More informationSupplementary Table S1: Response evaluation of FDA- approved drugs
SUPPLEMENTARY DATA, FIGURES AND TABLE BIOLOGICAL DATA Spheroids MARY-X size distribution, morphology and drug screening data Supplementary Figure S1: Spheroids MARY-X size distribution. Spheroid size was
More informationSuzuki-Miyaura Coupling of Heteroaryl Boronic Acids and Vinyl Chlorides
Suzuki-Miyaura Coupling of Heteroaryl Boronic Acids and Vinyl Chlorides Ashish Thakur, Kainan Zhang, Janis Louie* SUPPORTING INFORMATION General Experimental: All reactions were conducted under an atmosphere
More informationSUPPORTING INFORMATION
SUPPORTING INFORMATION For Synthesis of Fluorenone Derivatives through Palladium-Catalyzed Dehydrogenative Cyclization Hu Li, Ru-Yi Zhu, Wen-Juan Shi, Ke-Han He, and Zhang-Jie Shi* Beijing National Laboratory
More informationSupporting Information
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2016 Supporting Information Synthesis of Biaryl Sultams Using Visible-Light-Promoted Denitrogenative
More informationSupporting Information
Supporting Information Silver-Mediated Oxidative Trifluoromethylation of Alcohols to Alkyl Trifluoromethyl Ethers Jian-Bo Liu, Xiu-Hua Xu, and Feng-Ling Qing Table of Contents 1. General Information --------------------------------------------------------------------------2
More informationSupporting Information
ne-pot synthesis of pyrrolidino- and piperidinoquinolinones by three-component aza-diels Alder reactions of -arylimines with in situ generated cyclic enamides. Wenxue Zhang, Yisi Dai, Xuerui Wang, Wei
More informationSUPPLEMENTARY INFORMATION
DOI: 10.1038/NCHEM.1989 Cooperative activation of cyclobutanones and olefins leads to bridged ring systems by a catalytic [4+2] coupling Haye Min Ko and Guangbin Dong* Department of chemistry and biochemistry,
More informationSupplementary Information. Direct difunctionalization of alkynes with sulfinic acids and
Electronic upplementary Material (E) for RC Advances. This journal is The Royal ociety of Chemistry 204 upplementary nformation Direct difunctionalization of alkynes with sulfinic acids and melecular iodine:
More informationfor Brønsted Base-Mediated Aziridination of 2- Alkyl Substituted-1,3-Dicarbonyl Compounds and 2-Acyl-1,4-Dicarbonyl Compounds by Iminoiodanes
10.1071/CH16580_AC CSIRO 2017 Australian Journal of Chemistry 2017, 70(4), 430-435 Supplementary Material for Brønsted Base-Mediated Aziridination of 2- Alkyl Substituted-1,3-Dicarbonyl Compounds and 2-Acyl-1,4-Dicarbonyl
More informationSUPPORTING INFORMATION
SUPPRTING INFRMATIN A Direct, ne-step Synthesis of Condensed Heterocycles: A Palladium-Catalyzed Coupling Approach Farnaz Jafarpour and Mark Lautens* Davenport Chemical Research Laboratories, Chemistry
More informationLight-Controlled Switching of a Non- Photoresponsive Molecular Shuttle
Supporting Information Light-Controlled Switching of a Non- Photoresponsive Molecular Shuttle Liu-Pan Yang, a,b Fei Jia, a Jie-Shun Cui, a Song-Bo Lu, a and Wei Jiang* a a Department of Chemistry, South
More informationPTSA-Catalyzed Green Synthesis of 1,3,5-Triarylbenzene under Solvent-Free Conditions
S1 Supporting Information PTSA-Catalyzed Green Synthesis of 1,3,5-Triarylbenzene under Solvent-Free Conditions Yanan Zhao, a Jian Li, a Chunju Li, a Kun Yin, a Dongyan Ye a and Xueshun Jia*, a, b a Department
More informationSupporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Supporting Information Lithium Triethylborohydride-Promoted Generation of α,α-difluoroenolates
More informationBio-based Green Solvent Mediated Disulfide Synthesis via Thiol Couplings Free of Catalyst and Additive
Bio-based Green Solvent Mediated Disulfide Synthesis via Thiol Couplings Free of Catalyst and Additive Yunyun Liu, ab Hang Wang, b Chunping Wang, b Jie-Ping Wan* ab and Chengping Wen* c a Key Laboratory
More informationEnantioselective Conjugate Addition of 3-Fluoro-Oxindoles to. Vinyl Sulfone: An Organocatalytic Access to Chiral. 3-Fluoro-3-Substituted Oxindoles
Enantioselective Conjugate Addition of 3-Fluoro-Oxindoles to Vinyl Sulfone: An Organocatalytic Access to Chiral 3-Fluoro-3-Substituted Oxindoles Xiaowei Dou and Yixin Lu * Department of Chemistry & Medicinal
More informationSUPPORTING INFORMATION FOR
SUPPORTING INFORMATION FOR nbu 4 NI-catalyzed C3-formylation of indoles with N-methylaniline Lan-Tao Li, Juan Huang, Hong-Ying Li, Li-Juan Wen, Peng Wang and Bin Wang College of Pharmacy, State Key Laboratory
More informationSupporting Information
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2017 Supporting Information Direct copper-catalyzed oxidative trifluoromethylthiolation
More informationFluorescent Chemosensor for Selective Detection of Ag + in an. Aqueous Medium
Electronic supplementary information For A Heptamethine cyanine -Based Colorimetric and Ratiometric Fluorescent Chemosensor for Selective Detection of Ag + in an Aqueous Medium Hong Zheng *, Min Yan, Xiao-Xing
More informationRegioselective Silylation of Pyranosides Using a Boronic Acid / Lewis Base Co-Catalyst System
Regioselective Silylation of Pyranosides Using a Boronic Acid / Lewis Base Co-Catalyst System Doris Lee and Mark S. Taylor* Department of Chemistry, Lash Miller Laboratories, University of Toronto 80 St.
More informationSupporting Information
Supporting Information Synthesis of H-Indazoles from Imidates and Nitrosobenzenes via Synergistic Rhodium/Copper Catalysis Qiang Wang and Xingwei Li* Dalian Institute of Chemical Physics, Chinese Academy
More informationIron Catalyzed Cross Couplings of Azetidines: Application to an Improved Formal Synthesis of a Pharmacologically Active Molecule
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Iron Catalyzed Cross Couplings of Azetidines: Application to an Improved Formal Synthesis of a
More informationSupporting Information. DBU-Mediated Metal-Free Oxidative Cyanation of α-amino. Carbonyl Compounds: Using Molecular Oxygen as the Oxidant
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2015 Supporting Information DBU-Mediated Metal-Free Oxidative Cyanation of α-amino
More informationSupporting Information. Rhodium(III)-Catalyzed Synthesis of Naphthols via C-H Activation. of Sulfoxonium Ylides. Xingwei Li*, Table of Contents
Supporting Information Rhodium(III)-Catalyzed Synthesis of Naphthols via C-H Activation of Sulfoxonium Ylides Youwei Xu,, Xifa Yang,, Xukai Zhou,, Lingheng Kong,, and Xingwei Li*, Dalian Institute of Chemical
More informationElectronic Supplementary Material (ESI) for Chemical Communications This journal is The Royal Society of Chemistry 2012
Ring Expansion of Alkynyl Cyclopropanes to Highly substituted Cyclobutenes via a N-Sulfonyl-1,2,3-Triazole Intermediate Renhe Liu, Min Zhang, Gabrielle Winston-Mcerson, and Weiping Tang* School of armacy,
More informationSupporting Information:
Supporting Information: An rganocatalytic Asymmetric Sequential Allylic Alkylation/Cyclization of Morita-Baylis-Hillman Carbonates and 3-Hydroxyoxindoles Qi-Lin Wang a,b, Lin Peng a, Fei-Ying Wang a, Ming-Liang
More informationSupplementary Information
Supplementary Information C aryl -C alkyl bond formation from Cu(ClO 4 ) 2 -mediated oxidative cross coupling reaction between arenes and alkyllithium reagents through structurally well-defined Ar-Cu(III)
More informationSupporting Information
Supporting Information Towards Singlet Oxygen Delivery at a Measured Rate: A Selfreporting Photosensitizer Sundus Erbas-Cakmak #, Engin U. Akkaya # * # UNAM-National Nanotechnology Research Center, Bilkent
More informationSupporting Information
Supporting Information Calix[4, 5]tetrolarenes: A New Family of Macrocycles Yossi Zafrani* and Yoram Cohen* School of Chemistry, The Sackler Faculty of Exact Sciences, Tel Aviv University, Ramat Aviv 69978,
More informationSupporting Information
Supporting Information Total Synthesis and Structural Reassignment of (±)-Cereoanhydride Zhiqiang Ren, Yu Hao, Xiangdong Hu* Department of Chemistry & Material Science, Key Laboratory of Synthetic and
More informationSupporting Information. Cu(I)-Catalyzed Three-Component Reaction of Diazo. Compound with Terminal Alkyne and Nitrosobenzene for
Supporting Information of Cu(I)-Catalyzed Three-Component Reaction of Diazo Compound with Terminal Alkyne and Nitrosobenzene for the Synthesis of Trifluoromethyl Dihydroisoxazoles Xinxin Lv, Zhenghui Kang,
More informationSupporting information
Supporting information Access to Aminated Saturated Oxygen Heterocycles via Copper-Catalyzed Aminooxygenation of Alkenes Jian Xie, Yue-Wei Wang, Lian-Wen Qi,* and Bo Zhang* State Key Laboratory of Natural
More informationSupporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Rh 2 (Ac) 4 -Catalyzed 2,3-Migration of -rrocenecarboxyl -Diazocarbonyl
More informationSignificant improvement of dye-sensitized solar cell. performance by a slim phenothiazine based dyes
Significant improvement of dye-sensitized solar cell performance by a slim phenothiazine based dyes Yong Hua, a Shuai Chang, b Dandan Huang, c Xuan Zhou, a Xunjin Zhu, *a,d Jianzhang Zhao, c Tao Chen,
More informationSupporting Information
Organocatalytic Aerobic Oxidation of Benzylic sp 3 C-H Bonds of Ethers and Alkylarenes Promoted by a Recyclable TEMPO Catalyst Zhiguang Zhang, Yuan Gao, Yuan Liu, Jianjun Li, Hexin Xie, Hao Li,*, and Wei
More informationSupplementary Information
Electronic Supplementary Material (ESI) for Chemical Communications. This journal is The Royal Society of Chemistry 2017 Supplementary Information Ruthenium(II)-Catalyzed Intermolecular Synthesis of 2-Arylindolines
More informationCopper-Catalyzed Oxidative Cyclization of Carboxylic Acids
Copper-Catalyzed xidative Cyclization of Carboxylic Acids Supplementary material (51 pages) Shyam Sathyamoorthi and J. Du Bois * Department of Chemistry Stanford University Stanford, CA 94305-5080 General.
More informationSupporting Information
Supporting Information for Cu-Mediated trifluoromethylation of benzyl, allyl and propargyl methanesulfonates with TMSCF 3 Xueliang Jiang 1 and Feng-Ling Qing* 1,2 Address: 1 Key Laboratory of Organofluorine
More informationSupporting Information:
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2016 Supporting Information: A metal free reduction of aryl-n-nitrosamines to corresponding hydrazines
More informationElectronic Supplementary Information for. A Redox-Nucleophilic Dual-Reactable Probe for Highly Selective
Electronic Supplementary Information for A Redox-Nucleophilic Dual-Reactable Probe for Highly Selective and Sensitive Detection of H 2 S: Synthesis, Spectra and Bioimaging Changyu Zhang, 1 Runyu Wang,
More informationSupporting information. Ni-catalyzed the efficient conversion of phenols protected with 2, 4, 6-trichloro-1, 3, 5- triazine (TCT) to olefins
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2017 Supporting information Ni-catalyzed the efficient conversion of phenols protected with 2, 4, 6-trichloro-1,
More informationZn-Catalyzed Diastereo- and Enantioselective Cascade. Reaction of 3-Isothiocyanato Oxindoles and 3-Nitroindoles:
Zn-Catalyzed Diastereo- and Enantioselective Cascade Reaction of 3-Isothiocyanato xindoles and 3-itroindoles: tereocontrolled yntheses of Polycyclic pirooxindoles Jian-Qiang Zhao,, Zhi-Jun Wu, Ming-Qiang
More informationHai-Bin Yang, Xing Fan, Yin Wei,* Min Shi*
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2015 Solvent-controlled Nucleophilic Trifloromethylthiolation of Morita- Baylis-Hillman
More informationThe First Asymmetric Total Syntheses and. Determination of Absolute Configurations of. Xestodecalactones B and C
Supporting Information The First Asymmetric Total Syntheses and Determination of Absolute Configurations of Xestodecalactones B and C Qiren Liang, Jiyong Zhang, Weiguo Quan, Yongquan Sun, Xuegong She*,,
More informationAn Efficient Total Synthesis and Absolute Configuration. Determination of Varitriol
An Efficient Total Synthesis and Absolute Configuration Determination of Varitriol Ryan T. Clemens and Michael P. Jennings * Department of Chemistry, University of Alabama, 500 Campus Dr. Tuscaloosa, AL
More informationguanidine bisurea bifunctional organocatalyst
Supporting Information for Asymmetric -amination of -keto esters using a guanidine bisurea bifunctional organocatalyst Minami Odagi* 1, Yoshiharu Yamamoto 1 and Kazuo Nagasawa* 1 Address: 1 Department
More informationTrisulfur Radical Anion as the Key Intermediate for the. Synthesis of Thiophene via the Interaction between Elemental.
Trisulfur Radical Anion as the Key Intermediate for the Synthesis of Thiophene via the Interaction between Elemental Sulfur and NaOtBu Guoting Zhang, a Hong Yi, a Hong Chen, a Changliang Bian a Chao Liu
More informationSupporting Information for:
Supporting Information for: Equilibrium Acidities of Proline Derived Organocatalysts in DMSO Zhen Li, Xin Li,* Xiang Ni, Jin-Pei Cheng* State Key Laboratory of Elemento-Organic Chemistry, Department of
More informationSUPPORTING INFORMATION. A Sensitive and Selective Ratiometric Near IR Fluorescent Probe for Zinc Ions Based on Distyryl-Bodipy Fluorophore
SUPPORTING INFORMATION A Sensitive and Selective Ratiometric Near IR Fluorescent Probe for Zinc Ions Based on Distyryl-Bodipy Fluorophore Serdar Atilgan,, Tugba Ozdemir, and Engin U. Akkaya * Department
More informationSilver-catalyzed decarboxylative acylfluorination of styrenes in aqueous media
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supporting Information Silver-catalyzed decarboxylative acylfluorination of styrenes in aqueous
More informationSupporting Information
Supporting Information Wiley-VCH 2006 69451 Weinheim, Germany A Highly Enantioselective Brønsted Acid Catalyst for the Strecker Reaction Magnus Rueping, * Erli Sugiono and Cengiz Azap General: Unless otherwise
More informationSupporting Information
Meyer, Ferreira, and Stoltz: Diazoacetoacetic acid Supporting Information S1 2-Diazoacetoacetic Acid, an Efficient and Convenient Reagent for the Synthesis of Substituted -Diazo- -ketoesters Michael E.
More informationSolvent-controlled selective synthesis of biphenols and quinones via oxidative coupling of phenols
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2017 Solvent-controlled selective synthesis of biphenols and quinones via oxidative coupling of phenols
More informationElectronic Supplementary Material
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Material A Novel Functionalized Pillar[5]arene: Synthesis, Assembly
More informationCu-Catalyzed Synthesis of 3-Formyl imidazo[1,2-a]pyridines. and Imidazo[1,2-a]pyrimidines by Employing Ethyl Tertiary
Cu-Catalyzed Synthesis of 3-Formyl imidazo[1,2-a]pyridines and Imidazo[1,2-a]pyrimidines by Employing Ethyl Tertiary Amines as Carbon Sources Changqing Rao, Shaoyu Mai and Qiuling Song* Institute of Next
More informationSupporting Information
S1 Dehydrogenative Coupling Reactions Catalysed by Rose Bengal Using Visible Light Irradiation Yuanhang Pan, Choon Wee Kee, Li Chen and Choon-Hong Tan* Department of Chemistry, National University of Singapore,
More informationScalable Synthesis of Fmoc-Protected GalNAc-Threonine Amino Acid and T N Antigen via Nickel Catalysis
Scalable Synthesis of Fmoc-Protected GalNAc-Threonine Amino Acid and T N Antigen via Nickel Catalysis Fei Yu, Matthew S. McConnell, and Hien M. Nguyen* Department of Chemistry, University of Iowa, Iowa
More informationSupporting Information
Supporting Information Total Synthesis of (±)-Grandilodine B Chunyu Wang, Zhonglei Wang, Xiaoni Xie, Xiaotong Yao, Guang Li, and Liansuo Zu* School of Pharmaceutical Sciences, Tsinghua University, Beijing,
More informationReactions. James C. Anderson,* Rachel H. Munday. School of Chemistry, University of Nottingham, Nottingham, NG7 2RD, UK
Vinyl-dimethylphenylsilanes as Safety Catch Silanols in Fluoride free Palladium Catalysed Cross Coupling Reactions. James C. Anderson,* Rachel H. Munday School of Chemistry, University of Nottingham, Nottingham,
More informationSupporting Information
Supporting Information Construction of Highly Functional α-amino itriles via a ovel Multicomponent Tandem rganocatalytic Reaction: a Facile Access to α-methylene γ-lactams Feng Pan, Jian-Ming Chen, Zhe
More informationSupporting Information. Sandmeyer Cyanation of Arenediazonium Tetrafluoroborate Using Acetonitrile as Cyanide Source
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2015 Supporting Information Sandmeyer Cyanation of Arenediazonium Tetrafluoroborate Using
More informationSUPPORTING INFORMATION. Fathi Elwrfalli, Yannick J. Esvan, Craig M. Robertson and Christophe Aïssa
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2018 SUPPORTING INFORMATION S1 Fathi Elwrfalli, Yannick J. Esvan, Craig M. Robertson and Christophe
More informationSynthesis of Secondary and Tertiary Amine- Containing MOFs: C-N Bond Cleavage during MOF Synthesis
Electronic Supplementary Material (ESI) for CrystEngComm. This journal is The Royal Society of Chemistry 2015 Supporting Information Synthesis of Secondary and Tertiary Amine- Containing MFs: C-N Bond
More informationPoly(4-vinylimidazolium)s: A Highly Recyclable Organocatalyst Precursor for. Benzoin Condensation Reaction
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 24 Supporting Information Poly(4-vinylimidazolium)s: A Highly Recyclable rganocatalyst Precursor
More informationSupporting Information - I: Experimental Procedures and Characterization
Supporting Information - I: Experimental Procedures and Characterization The Direct Reductive Amination of Electron-deficient Amines with Aldehydes: the Unique Reactivity of Re 2 O 7 Catalyst 1 Braja Gopal
More informationPalladium(0)-Catalyzed C(sp 3 )-Si Bond Formation via Formal Carbene Insertion into Si-H Bond
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2018 Electronic Supplementary Information (ESI) Palladium(0)-Catalyzed C(sp 3 )-Si Bond Formation via
More informationHalogen halogen interactions in diiodo-xylenes
Electronic Supplementary Material (ESI) for CrystEngComm. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Information (ESI) for CrystEngComm. This journal is The Royal Society
More informationSupporting Information
Supporting Information ACA: A Family of Fluorescent Probes that Bind and Stain Amyloid Plaques in Human Tissue Willy M. Chang, a Marianna Dakanali, a Christina C. Capule, a Christina J. Sigurdson, b Jerry
More information