Publication List of Prof. Junji Ichikawa

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1 Publication List of Prof. Junji Ichikawa ( ) <Peer-reviewed, original papers> 1. "Facile Method for the Acylation of Alcohols and Amides by the Use of 1,1'-Dimethyl-stannocene Dimethylstannocene and Acyl Chlorides." T. Mukaiyama, J. Ichikawa, and M. Asami, Chem. Lett., 1983, "A Facile Synthesis of Carboxylic Esters and Carboxamides by the Use of 1,1'-Dimethyl-stannocene as a Condensing Reagent." T. Mukaiyama, J. Ichikawa, and M. Asami, Chem. Lett., 1983, "A Novel Method for the One-Step Synthesis of N-Alkyl Imides by the Use of 1,1'-Dimethyl-stannocene." T. Mukaiyama, J. Ichikawa, M. Toba, and M. Asami, Chem. Lett., 1983, "An Asymmetric Synthesis of Glycerol Derivatives by the Enantioselective Acylation of Prochiral Glycerol." J. Ichikawa, M. Asami, and T. Mukaiyama, Chem. Lett., 1984, "A Facile Synthesis of α,β-dihydroxyketones via Tin(IV) Enediolates by Utilizing the Reducing Power of Bis(2-pyridinethiolato)tin(II)." J. Ichikawa and T. Mukaiyama, Chem. Lett., 1985, "A Regio- and Stereoselective Synthesis of Aldolized γ-diketones via Tin(IV) Bisenolates by the Use of Bis(2-pyridinethiolato)tin(II)." T. Mukaiyama, J. Ichikawa, M. Toba, and M. Hayashi, Chem. Lett., 1985, "A Stereocontrolled Synthesis of 2,3,5-Trisubstituted Tetrahydrofurans from Aldolized γ-diketones via Cyclization Reduction Process." T. Mukaiyama, M. Hayashi, and J. Ichikawa, Chem. Lett., 1986, "A Facile Method for the Fluorine Substitution of Phenylthio Group via Sulfonium Salts Using Cesium Fluoride." J. Ichikawa, K. Sugimoto, T. Sonoda, and H. Kobayashi, Chem. Lett., 1987, "Radical Transport Reaction. Concurrent Transfer of Electron and Proton." J. Ichikawa, T. Sonoda, and H. Kobayashi, Bull. Chem. Soc. Jpn., 61, (1988). 10. "A Novel Synthesis of 1,1-Difluoroolefins from 2,2,2-Trifluoroethyl p-toluenesulfonate via Boron Ate-Complex."

2 J. Ichikawa, T. Sonoda, and H. Kobayashi, Tetrahedron Lett., 30, (1989). 11. "A Novel Synthesis of Difluoromethyl Ketones from 2,2,2-Trifluoroethyl p-toluenesulfonate via 2,2-Difluoroalkenylboranes." J. Ichikawa, T. Sonoda, and H. Kobayashi, Tetrahedron Lett., 30, (1989). 12. "Reactions of 2,2-Difluoroalkenylboranes with Halogens in the Presence of Base. Novel Syntheses of Symmetrically Disubstituted 1,1-Difluoro-1-alkenes and 1,1-Difluoro-2-iodo-1-alkenes." J. Ichikawa, T. Sonoda, and H. Kobayashi, Tetrahedron Lett., 30, (1989). 13. "A Novel Synthesis of Disubstituted 1,1-Difluoro-1-alkenes by Using 2,2,2-Trifluoroethyl p-toluenesulfonate as a Difluorovinylidene Unit." J. Ichikawa, T. Moriya, T. Sonoda, and H. Kobayashi, Chem. Lett., 1991, "A One-Pot Synthesis of 2,2-Difluorovinyl Carbonyl Compounds from 2,2,2-Trifluoroethyl p-toluenesulfonate via 2,2-Difluorovinylboranes." J. Ichikawa, S. Hamada, T. Sonoda, and H. Kobayashi, Tetrahedron Lett., 33, (1992). 15. "A Novel Type of Chiral Diphosphine Ligand, trans-2,3-bis(diphenylphosphino)- 1-methyl-1-cyclopropanecarboxylic Acid and Asymmetric Allylic Alkylation by the Use of Its Palladium Complex." Y. Okada, T. Minami, T. Yamamoto, and J. Ichikawa, Chem. Lett., 1992, "A Facile Synthesis of Disubstituted 1,1-Difluoro-1-alkenes via Double Transmetalation of 2,2-Difluorovinylboranes." J. Ichikawa, T. Minami, T. Sonoda, and H. Kobayashi, Tetrahedron Lett., 33, (1992). 17. "Syntheses and Lipophilicities of Tetraarylborate Ions Substituted with Many Trifluoromethyl Groups." K. Fujiki, M. Kashiwagi, H. Miyamoto, A. Sonoda, J. Ichikawa, H. Kobayashi, and T. Sonoda, J. Fluorine Chem., 57, (1992). 18. "A New Synthesis of 1,1-Difluoro-1,3-dienes via the Coupling Reaction of 2,2-Difluorovinylboranes." J. Ichikawa, C. Ikeura, and T. Minami, Synlett, 1992, "A Novel Synthesis of 2,2-Difluorovinyl- and 2-Fluorovinylphosphorus Compounds from 2,2,2-Trifluoroethyl p-toluenesulfonate." J. Ichikawa, S. Yonemaru, and T. Minami, Synlett, 1992,

3 20. "The Reaction of Fluorovinyl Ketones with Carbon Nucleophiles: A New, General Route to α,β-unsaturated Ketones." J. Ichikawa, N. Yokota, M. Kobayashi, and T. Minami, Synlett, 1993, "A One-Pot Synthesis of Conjugated Fluoroenynes via 2,2-Difluorovinylcopper Intermediates." J. Ichikawa, C. Ikeura, and T. Minami, J. Fluorine Chem., 63, (1993). 22. "Synthesis of Annulated γ-lactams via Intramolecular 1,3-Dipolar Cycloadditions of Functionalized N-Allyl α-diazo Amides." T. Minami, M. Kamitamari, T. Utsunomiya, T. Tanaka, and J. Ichikawa, Bull. Chem. Soc. Jpn., 66, (1993). 23. "Copper(I) Salt-Mediated Arylation of Phosphinyl-Stabilized Carbanions and Synthetic Application to Heterocyclic Compounds." T. Minami, T. Isonaka, Y. Okada, and J. Ichikawa, J. Org. Chem., 58, (1993). 24. "A Novel Type of Chiral Diphosphine Ligand, trans-2,3-bis(diphenylphosphino)- 1-methyl-1-cyclopropanecarboxylic Acid and Asymmetric Allylic Alkylation by the Use of Its Palladium Complex." Y. Okada, T. Minami, and J. Ichikawa, Phosphorus, Sulfur, and Silicon, 77, 153 (1993). 25. "Reaction of 2,2-Difluorovinyl Ketones with Heteroatom Nucleophiles: A General One-Pot Synthesis of α-oxoketene Acetals. " J. Ichikawa, M. Kobayashi, N. Yokota, Y. Noda, and T. Minami, Tetrahedron, 50, (1994). 26. "Intramolecular Ene Reaction of Vinylphosphonates. Synthetic Application to Bicyclic Compounds and Cadalane and Valerenic Acid Terpenoids." T. Minami, T. Utsunomiya, S. Nakamura, M. Okubo, N. Kitamura, Y. Okada, and J. Ichikawa, J. Org. Chem., 59, (1994). 27. "Fluorine-Directed Nazarov Cyclizations: A Controlled Synthesis of Cross-Conjugated 2-Cyclopenten-1-ones." J. Ichikawa, S. Miyazaki, M. Fujiwara, and T. Minami, J. Org. Chem., 60, (1995). 28. "Construction of α-phosphonolactams via Rhodium (II)-Catalyzed Intramolecular C H Insertion Reaction." Y. Okada, T. Minami, M. Miyamoto, T. Otaguro, S. Sawasaki, and J. Ichikawa, Heteroatom Chem., 6, (1995).

4 29. "The Reaction of 2,2-Difluorovinyl Ketones with Amines: A Facile Method for Preparation of α-oxoketenimines and Acetoacetylation of Amines." J. Ichikawa, N. Yokota, M. Kobayashi, K. Amano, and T. Minami, Synlett, 1996, "Regiocontrolled Syntheses of 3- or 5-Fluorinated Pyrazoles from 2,2-Difluorovinyl Ketones." J. Ichikawa, M. Kobayashi, Y. Noda, N. Yokota, K. Amano, and T. Minami, J. Org. Chem., 61, (1996). 31. "Novel 2,2-Difluorovinylzirconocene: A Facile Synthesis of Monosubstituted gem-difluoroolefins via Its Cross-Coupling Reaction." J. Ichikawa, M. Fujiwara, H. Nawata, T. Okauchi, and T. Minami, Tetrahedron Lett., 37, (1996). 32. "Synthesis and Synthetic Application of Phosphonoketene Dithioacetals. New Synthesis of Dithioallenes and (α-dithiocarboxyvinyl)phosphonates." T. Minami, T. Okauchi, H. Matsuki, M. Nakamura, J. Ichikawa, and M. Ishida, J. Org. Chem., 61, (1996). 33. "5-endo-Trigonal Cyclization of o-substituted gem-difluorostyrenes: Syntheses of 2-Fluorinated Indoles, Benzo[b]furans, and Benzo[b]thiophenes." J. Ichikawa, Y. Wada, T. Okauchi, and T. Minami, Chem. Commun., 1997, "2-Phosphono-1,1,4,4-tetrathio-1,3-butadienes. Synthesis and Synthetic Application to Highly Functionalized Dienes and Heterocycles." T. Okauchi, T. Fukamachi, F. Nakamura, J. Ichikawa, and T. Minami, Bull. Soc. Chim. Belg., 106, (1997). 35. "Lewis Acid-Catalyzed Intramolecular [2+2] Cycloaddition of α-ester-substituted Conjugated Dienyl- and Trienylphosphonates. New Synthesis of Functionalized Cyclic Terpenoids." T. Okauchi, T. Kakiuchi, N. Kitamura, T. Utsunomiya, J. Ichikawa, and T. Minami, J. Org. Chem., 62, (1997). 36. "Fluorine-Directed Nazarov Cyclizations 2: Regioselective Synthesis of 5-Trifluoromethyl-2-cyclopentenones." J. Ichikawa, M. Fujiwara, T. Okauchi, and T. Minami, Synlett, 1998, "Synthesis and Synthetic Utilization of α-functionalized Vinylphosphonates Bearing β-oxy or β-thio Substituents."

5 R. Kouno, T. Okauchi, M. Nakamura, J. Ichikawa, and T. Minami, J. Org. Chem., 63, (1998). 38. "A Facile Synthesis of 1-H-2,2-Difluorovinylphosphorus Compounds from 2,2,2-Trifluoroethyl Trifluoromethanesulfonate and Substitutions of Their Vinylic Fluorines." J. Ichikawa, H. Jyono, S. Yonemaru, T. Okauchi, and T. Minami, J. Fluorine Chem., 97, (1999). 39. "Phosphonovinyl Nonaflate: Their Synthesis and Cross-Coupling Reactions." T. Okauchi, T. Yano, T. Fukamachi, J. Ichikawa, and T. Minami, Tetrahedron Lett., 40, (1999). 40. "Vinylic C F Bond Activation with Low-Valent Zirconocene: The Generation and Cross-Coupling Reactions of 1-Fluorovinylzirconocene." M. Fujiwara, J. Ichikawa, T. Okauchi, and T. Minami, Tetrahedron Lett., 40, (1999). 41. "Ab Initio Molecular Orbital Study of Substitution on the Vinylic Carbon in - F 2 C=C(OMs)BMe 3 under SN1-like Mechanism." K. Hori, S. Fukuda, Y. Kawano, and J. Ichikawa, JCPE J., 11, (1999). 42. "Ab Initio Molecular Orbital Study on Three Feasible Mechanisms for Substitution on the Vinylic Carbon in F 2 C=C(OMs)BMe 3." K. Hori, S. Fukuda, and J. Ichikawa, Tetrahedron, 55, (1999). 43. "Synthetic Utilization of α-phosphonovinyl Anions." T. Minami, R. Kouno, T. Okauchi, M. Nakamura, and J. Ichikawa, Phosphorus, Sulfur and Silicon, , (1999). 44. "Synthesis of 5-Diphenylphosphinoyl-1,2-dihydropyran-4-ones." T. Okauchi, H. Nagamori, R. Kouno, J. Ichikawa, and T. Minami, Heterocycles, 53, (2000). 45. "gem-difluoroolefin Synthesis: General Methods via Thermostable Difluorovinylmetals Starting from 2,2,2-Trifluoroethanol Derivatives." J. Ichikawa, J. Fluorine Chem., 105, (2000). 46. "The Nucleophilic 5-endo-trig Cyclization of gem-difluoroolefins with Homoallylic Functional Groups: Syntheses of Ring-Fluorinated Dihydroheteroaromatics." J. Ichikawa, M. Fujiwara, Y. Wada, T. Okauchi, and T. Minami, Chem. Commun., 2000,

6 47. "Ring Constructions by the Use of Fluorine Substituent as Activator and Controller." J. Ichikawa, Pure Appl. Chem., 72, (2000). 48. "Intramolecular Cyclizations of o-substituted β,β-difluorostyrenes: Synthesis of 3-Fluorinated Isochromenes and Isothiochromenes." Y. Wada, J. Ichikawa, T. Katsume, T. Nohiro, T. Okauchi, and T. Minami, Bull. Chem. Soc. Jpn., 74, (2001). 49. "Regioselective Nucleophilic Additions to Cross-Conjugated Dienone System Bearing β-fluorine: A Versatile Approach to Highly Substituted 2-Cyclopentenones." J. Ichikawa, M. Fujiwara, S. Miyazaki, M. Ikemoto, T. Okauchi, and T. Minami, Org. Lett., 3, (2001). 50. "The 5-endo-trig Cyclization of gem-difluoroolefins with sp 3 Carbon Nucleophiles: Synthesis of 1-Fluorocyclopentenes." J. Ichikawa, K. Sakoda, and Y. Wada, Chem. Lett., 2002, "The Nucleophilic 5-endo-trig Cyclization of 1,1-Difluoro-1-alkenes: Ring-Fluorinated Hetero- and Carbocycle Synthesis and Remarkable Effect of the Vinylic Fluorines on the Disfavored Process." J. Ichikawa, Y. Wada, M. Fujiwara, and K. Sakoda, Synthesis, 2002, "A Convenient Method for Carbon Extension of Acetals and Aldehydes by the Use of Ketenedithioacetal and Nucleophiles." J. Ichikawa, T. Saitoh, T. Tada, and T. Mukaiyama, Chem. Lett., 2002, "A Novel Synthesis of Functionalized 1,1-Difluoro-1-alkenes via Isolable 2,2-Difluorovinylsilanes." J. Ichikawa, Y. Ishibashi, and H. Fukui, Tetrahedron Lett., 44, (2003). 54. "Ring-Fluorinated Isoquinoline and Quinoline Synthesis: Intramolecular Cyclization of o-cyano- and o-isocyano-β,β-difluorostyrenes." J. Ichikawa, Y. Wada, H. Miyazaki, T. Mori, and H. Kuroki, Org. Lett., 5, (2003). 55. "1-Trifluoromethylvinylsilane as a CF 2 =C CH + 2 Synthon: Synthesis of Functionalized 1,1-Difluoro-1-alkenes via Isolable 2,2-Difluorovinylsilanes." J. Ichikawa, H. Fukui, and Y. Ishibashi, J. Org. Chem., 68, (2003). 56. "A Facile Synthesis of 2,4-Disubstituted 3-Fluoroquinolines via Intramolecular Cyclization of o-cyanomethylamino-β,β-difluorostyrenes." Y. Wada, T. Mori, and J. Ichikawa, Chem. Lett., 2003,

7 57. "KCN-Catalyzed C C Bond Formation between Imine and gem-difluoroalkene Moieties: A Facile Synthesis of 2,4-Disubstituted 3-Fluoroquinolines." T. Mori and J. Ichikawa, Chem. Lett., 2004, "Ring-Fluorinated Naphthalene and Indene Synthesis via 6- and 5-endo-trig Cyclizations of gem-difluoroalkenes by Carbon Nucleophiles." J. Ichikawa, H. Miyazaki, K. Sakoda, and Y. Wada, J. Fluorine Chem., 125, (2004). 59. "C C Bond Formation between Isocyanide and β,β-difluoroalkene Moieties via Electron Transfer: Fluorinated Quinoline and Biquinoline Syntheses." J. Ichikawa, T. Mori, H. Miyazaki, and Y. Wada, Synlett, 2004, "A Novel Synthesis of syn and anti β-hydroxy Dithioacetals, Masked Cross-Aldols between Aldehydes." T. Saitoh, N. Jimbo, and J. Ichikawa, Chem. Lett., 2004, "4-Difluoromethylated Quinoline Synthesis via Intramolecular SN2 Reaction of α-trifluoromethylstyrenes Bearing Imine Moieties." T. Mori and J. Ichikawa, Chem. Lett., 2004, "A New Class of Substrates for the Nucleophilic 5-endo-trig Cyclization, 1-Trifluoromethylvinyl Compounds: Syntheses of Indoline and Pyrrolidine Derivatives." J. Ichikawa, T. Mori, and Y. Iwai, Chem. Lett., 2004, "1,8-Bis(diphenylmethylium)naphthalenediyl Dication as an Organic Oxidant: Synthesis of Benzidines via Self-Coupling of N,N-Dialkylanilines." T. Saitoh, S. Yoshida, and J. Ichikawa, Org. Lett., 6, (2004). 64. "Friedel Crafts Cyclization of 1,1-Difluoro-1-alkenes: Synthesis of Benzene-Fused Cyclic Ketones via α-fluorocarbocations." J. Ichikawa, H. Jyono, T. Kudo, M. Fujiwara, and M. Yokota, Synthesis, 2005, "Cyclization of o-functionalized α-trifluoromethylstyrenes: Synthesis of Isoquinoline Derivatives Bearing Fluorinated One-Carbon Units." T. Mori, Y. Iwai, and J. Ichikawa, Chem. Lett., 34, (2005). 66. "Bis(triarylmethylium)-Mediated Diaryl Ether Synthesis: Oxidative Arylation of Phenols with N,N-Dialkyl-4-Phenylthioanilines." T. Saitoh and J. Ichikawa, J. Am. Chem. Soc., 127, (2005). 67. "Heck-Type 5-endo-trig Cyclization Promoted by Vinylic Fluorines: Synthesis of

8 5-Fluoro-3H-Pyrroles." K. Sakoda, J. Mihara, and J. Ichikawa, Chem. Commun., 2005, "1-(Trifluoromethyl)vinylation via Oxirane or Oxetane Ring Opening: A Facile Synthesis of 4- or 5-Hydroxy-functionalized 2-Trifluoromethyl-1-alkenes." R. Nadano and J. Ichikawa, Synthesis, 2006, "Heck-Type 5-endo-trig Cyclizations Promoted by Vinylic Fluorines: Ring-Fluorinated Indene and 3H-Pyrrole Syntheses from 1,1-Difluoro-1-alkenes." J. Ichikawa, K. Sakoda, J. Mihara, and N. Ito, J. Fluorine Chem., 2006, "Syntheses of Ring-Fluorinated Isoquinolines and Quinolines via Intramolecular Substitution: Cyclization of 1,1-Difluoro-1-alkenes Bearing a Sulfonamide Moiety." J. Ichikawa, K. Sakoda, H. Moriyama, and Y. Wada, Synthesis, 2006, "Friedel Crafts-Type Cyclization of 2,2-Difluorovinyl Ketones via α-fluorocarbocations and its Application in Domino Cyclizations." J. Ichikawa, M. Kaneko, M. Yokota, M. Itonaga, and T. Yokoyama, Org. Lett., 8, (2006). 72. "Naphthalene-1,8-diylbis(diphenylmethylium) as an Organic Two-Electron Oxidant: Benzidine Synthesis via Oxidative Self-Coupling of N,N-Dialkylanilines." T. Saitoh, S. Yoshida, and J. Ichikawa, J. Org. Chem., 71, (2006). 73. "5-endo-trig Cyclization of 1,1-Difluoro-1-alkenes: Synthesis of 3-Butyl-2-fluoro-1-tosylindole (1H-Indole, 3-butyl-2-fluoro-1-[(4-methylphenyl)- sulfonyl]-)." J. Ichikawa, R. Nadano, T. Mori, and Y. Wada, Org. Synth., 83, (2006). 74. "5-endo Heck-Type Cyclization of 2-(Trifluoromethyl)allyl Ketone Oximes: Synthesis of 4-Difluoromethylene-Substituted 1-Pyrrolines." J. Ichikawa, R. Nadano, and N. Ito, Chem. Commun., 2006, "Divergent Chemical Synthesis of Prolines Bearing Fluorinated One-Carbon Units at the 4-Position via Nucleophilic 5-endo-trig Cyclizations." R. Nadano, Y. Iwai, T. Mori, and J. Ichikawa, J. Org. Chem., 71, (2006). 76 "A Facile Synthesis of N-[2-(Trifluoromethyl)allyl]amides and their Transformation into Angularly Trifluoromethylated Bicyclic Cyclopentenones." R. Nadano and J. Ichikawa, Chem. Lett., 36, (2007). 77 "Radical 6-endo-trig Cyclization of β,β-difluoro-o-isocyanostyrenes: A Facile Synthesis of 3-Fluoroquinolines and Its Application to the Synthesis of 11-Alkylated Cryptolepines."

9 T. Mori and J. Ichikawa, Synlett, 2007, "Intramolecular Cyclization of β,β-difluorostyrenes Bearing an Iminomethyl or a Diazenyl Group at the Ortho Position: Synthesis of 3-Fluorinated Isoquinoline and Cinnoline Derivatives." J. Ichikawa, Y. Wada, H. Kuroki, J. Mihara, and R. Nadano, Org. Biomol. Chem., 5, (2007). 79 "Nucleophilic 5-endo-trig Cyclizations of N-Homoallylic Sulfonamides: A Facile Method for the Construction of Pyrrolidine Rings." J. Ichikawa, G. Lapointe, and Y. Iwai, Chem. Commun., 2007, "Activation of 1,1-Difluoro-1-alkenes with a Transition-Metal Complex: Palladium(II)-Catalyzed Friedel-Crafts-Type Cyclization of 4,4-(Difluorohomoallyl)arenas." M. Yokota, D. Fujita, and J. Ichikawa, Org. Lett., 9, (2007). <Accounts Written in English> <Accounts Written in Japanese> 1 TFPB.,,,, 46, (1988). 2 IX.,, 46, (1993). 3 2,2-.,, 48, 138 (1993). 4.,, 54, (1996). 5.,, 59, (2001).