Kohei Fuchibe Publication List
April 23, 2016
D 3461www.angewandte.org
Angewandte Chemie International Edition 2009, Number 43, Pages 7941–8150

2009–48/43

Poly(2-oxazoline)sR. Hoogenboom

1,3-Dipolar Cycloaddition
B. Engels and M. Christl

Stereoselective Aldol Synthesis
D. B. Werz and D. C. Koester

C–F Bond Activation
T. G. Driver

ACIEFS 48 (43) 7941–8150 (2009) · ISSN 1433–7851 · Vol. 48 · No. 43

Cover Picture, publication # 44

Cover Picture, publication # 57

1)

N. Iwasawa, K. Fuchibe, ‘Synthesis of α-Methoxy-α,β-Unsaturated Esters by Iodine-oxidation of theAnions of Fischer-type Carbene Complexes,’ Chem. Lett. 1998, 1149–1150.

2)

K. Fuchibe, N. Iwasawa, ‘A Novel Use of the Anions of Fischer-type Carbene Complexes as Alkenyl
Metallic Species,’ Tetrahedron 2000, 56, 4907–4915.

3)

K. Fuchibe, N. Iwasawa, ‘Reactions of Novel Reactive Species Generated by Samarium(II)-mediatedOne-electron Reduction of Fischer-type Carbene Complexes,’ Org. Lett. 2000, 2, 3297–3299.

4)

T. Akiyama, J. Itoh, K. Fuchibe, ‘Mannich-type Reaction Catalyzed by HBF4 in Water: Effect of theLoading of Surfactant,’ Synlett 2002, 1269–1272.

5)

K. Sangu, H. Kagoshima, K. Fuchibe, T. Akiyama, ‘Novel Thermal Reaction of Fischer Carbene
Complexes with Imines: Synthesis of β-Methoxy Allylic Amine Derivatives,’ Org. Lett. 2002, 4,3967–3969.

6)

T. Akiyama, K. Matsuda, K. Fuchibe, ‘Montmorillonite K10-catalyzed Aza-Diels-Alder Reaction ofDanishefsky's Diene with Aldimines, Generated in situ from Aliphatic Aand an Amine, in AqueousMedia,’ Synlett 2002, 1898–1900.

7)

K. Fuchibe, N. Iwasawa, ’Generation of Reactive Species by One-electron Reduction of Fischer-type
Carbene Complexes of Group 6 Metals and Their Use for Carbon-carbon Bond Formation,’ Chem. Eur.
J. 2003, 9, 905–914.

8)

T. Akiyama, S. Ogi, K. Fuchibe, ‘Stereoselective Synthesis of CF3-substituted Aziridines by Lewis
Acid-mediated Aziridination of Aldimines with Diazoacetates,’ Tetrahedron Lett. 2003, 44, 4011–4013.

9)

T. Akiyama, M. Hara, K. Fuchibe, S. Sakamoto, K. Yamaguchi, ‘Synthesis of a Novel Crown Ether
Derived from Chiro-inositol and Its Catalytic Activity on the Asymmetric Michael Addition,’ Chem.
Commun. 2003, 1734–1735.

10) T. Akiyama, M. Sanada, K. Fuchibe, ‘Brønsted Acid-mediated Synthesis of α-Amino Phosphonates
under Solvent-free Conditions’, Synlett 2003, 1463–1464.
11) T. Akiyama, K. Daidouji, K. Fuchibe, ‘Cu(I)-Catalyzed Enantioselective [2 + 2] Cycloaddition of1-Methoxyallenylsilane with α-Imino Ester: Chiral Synthesis of α,β-Unsaturated Acylsilanes,’ Org. Lett.
2003, 5, 3691–3693.
12) K. Sangu, K. Fuchibe, T. Akiyama, ‘A Novel Approach to 2-Arylated Quinolines: Electrocyclization ofAlkynyl Imines via Vinylidene Complexes,’ Org. Lett. 2004, 6, 353–355.
13) T. Akiyama, S. Nakashima, K. Yokota, K. Fuchibe, ‘Synthesis of Aryl-substituted Quinoline Derivatives
via Bronsted Acid-Catalyzed [4+2] Aza Diels-Alder Reaction,’ Chem. Lett. 2004, 33, 922–923.
14) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, ‘Enantioselective Mannich-type Reaction Catalyzed by aChiral Brønsted Acid,’ Angew. Chem. Int. Ed. 2004, 43, 1566–1568.
15) K. Fuchibe, T. Akiyama, ‘Niobium-catalyzed Reduction of Monofluoroarenes with LiAlH4,’ Synlett
2004, 1282–1284.

16) K. Fuchibe, Yuji Aoki, T. Akiyama, ‘[3+2] Cycloaddition Reactions of Cyclopropylmethylsilanes andα-Keto Aldehydes: Trans- and Cis-selective Formation of 2-Silylmethyltetrahydrofurans,’ Chem. Lett.
2005, 34, 538–539.
17) T. Akiyama, K. Matsuda, K. Fuchibe, ‘Montmorillonite K10-Catalyzed Nucleophilic Addition Reaction
to Aldimines in Water (Special Topic: Aqueous Chemistry: Invited),’ Synthesis, 2005, 2606–2608.
18) T. Akiyama, H. Morita, J. Itoh, K. Fuchibe, ‘Chiral Brønsted Acid-catalyzed Enantioselective
Hydrophosphonylation of Imines: Asymmetric Synthesis of α-Amino Phosphonates,’ Org. Lett. 2005, 7,2583–2585.
19) T. Akiyama, A. Suzuki, K. Fuchibe, ‘Mannich-type Reaction Promoted by an Ionic Liquid,’ Synlett,2005, 1024–1026.
20) K. Daidouji, K. Fuchibe, T. Akiyama, ‘Cu(I)-Catalyzed Enantioselective [3+2] Cycloaddition Reactionof 1-Alkylallenylsilanewith α-Imino Ester: Chiral Synthesis of Pyrroline Derivatives,’ Org. Lett. 2005, 7,1051–1053.
21) T. Akiyama, K. Matsuda, K. Fuchibe, ‘HCl-catalyzed Stereoselective Mannich Reaction in H2O-SDSSystem’, Synlett, 2005, 322–324.
22) T. Akiyama, Y. Saitoh, H. Morita, K. Fuchibe, ‘Enantioselective Mannich-type Reaction Catalyzed by aBrønsted Acid Derived from TADDOL,’ Adv. Synth. Catal. 2005, 347, 1523–1526.
23) K. Fuchibe, R. Hatemata, T. Akiyama, ‘Enantioselective Three-Component Synthesis of 4-Arylated
Dehydroprolines: [3+2] Annulation of Allenylstannane and α-Imino Ester,’ Tetrahedron Lett. 2005, 46,8563–8566.
24) T. Akiyama, K. Fuchibe, J. Itoh, ‘Brønsted Acid-Catalyzed Addition and Cyclization Reaction withImine: From Aqueous Reaction to Enantioselective Reactions,’ J. Synth. Org. Chem., Jpn., 2005, 63,
1062–1068.
25) T. Akiyama, S. Funaki, K. Fuchibe, ‘Stereoselective Synthesis of Tetrahydrofuran by Diastereoselective[3+2] Cycloaddition Reaction of Chiral Allylsilane with α-Keto Ester,’ Heterocycles, 2006, 369–374.
26) K. Fuchibe, T. Akiyama, ‘Low-Valent Niobium-Mediated Double Activation of C–F/C–H Bonds:
Fluorene Synthesis from o-Arylated α,α,α-Trifluorotoluene Derivatives,’ J. Am. Chem. Soc. 2006, 128,1434–1435.
27) T. Akiyama, T. Tamura, J. Itoh, H. Morita, K. Fuchibe, ‘Enantioselective Aza-Diels-Alder Reaction
Catalyzed by a Chiral Brønsted Acid: Effect of the Additive on the Enantioselectivity,’ Synlett 2006,141–143.
28) K. Fuchibe, D. Ono, T. Akiyama, ‘Synthesis of Pyrroles: Reaction of Chromium N-Alkylaminocarbene
Complexes with α,β-Unsaturated Aldehydes,’ Chem. Commun. 2006, 2271–2273.
29) T. Akiyama, H. Morita, K. Fuchibe, ‘Chiral Brønsted Acid-Catalyzed Inverse Electron-Demand Aza
Diels-Alder Reaction,’ J. Am. Chem. Soc. 2006, 128, 13070–13071.

30) J. Itoh, K. Fuchibe, T. Akiyama, ‘Chiral Brønsted Acid-Catalyzed Enantioselective Aza-Diels-Alder
Reaction of Brassard’s Diene with Imines,’ Angew. Chem. Int. Ed. 2006, 45, 4796–4798.
31) K. Fuchibe, R. Hatemata, T. Akiyama, ‘One-Pot Synthesis of Chiral Dehydroproline Esters: [3+2]-Type
Cycloaddition Reaction of Allenylstannane and α-Imino Ester,’ Tetrahedron 2006, 62,11304– 11310.
32) J. Itoh, K. Fuchibe, T. Akiyama, ‘Mannich-type Reaction in Water in the Presence of a Surfactant,’Synthesis 2006, 4075–4080.
33) T. Akiyama, J. Itoh, K. Fuchibe, ‘Recent Progress in Chiral Brønsted Acid Catalysis,’ Adv. Synth. Catal.
2006, 348, 999–1010.
34) K. Fuchibe, K. Mitomi, T. Akiyama, ‘Low-valent Niobium-mediated Synthesis of Indenes:
Intramolecular Coupling Reaction of CF3 Group with Alkene C–H Bond,’ Chem. Lett. 2007, 36, 24–25.
35) H. Kagoshima, K. Fuchibe, T. Akiyama, ‘Synthesis of Nitrogen-containing Compounds Using
Chromium Fischer Carbene Complexes,’ Chem. Rec. 2007, 7, 104–114.
36) K. Fuchibe, Y. Ohshima, K. Mitomi, T. Akiyama, ‘Low-Valent Niobium-Catalyzed Reduction of
α,α,α-Trifluorotoluenes,’ Org. Lett. 2007, 9, 1497-1499.
37) M. Yamanaka, J. Itoh, K. Fuchibe, T. Akiyama, ‘Chiral Brønsted Acid Catalyzed Enantioselective
Mannich-Type Reaction,’ J. Am. Chem. Soc. 2007, 129, 6756–6764.
38) K. Fuchibe, Y. Ohshima, K. Mitomi, T. Akiyama,’Hydrodefluorinations by Low-valent NiobiumCatalyst,’ J. Fluorine Chem. 2007, 128, 1158–1167.
39) T. Akiyama, Y. Honma, J. Itoh, K. Fuchibe, ‘Vinylogous Mannich-type Reaction Catalyzed by an
Iodine-substituted Chiral Phosphoric Acid,’ Adv. Synth. Catal. 2008, 350, 399–402.
40) K. Fuchibe, K. Mitomi, R. Suzuki, T. Akiyama, ‘C–C coupling Reactions of Superstrong CF3 Groupswith C(sp2)–H Bonds: Reactivity and Synthetic Utility of Zero-valent Niobium Catalyst,’ Chem. Asian J.
2008, 3, 261–271.
41) J. Itoh, K. Fuchibe, T. Akiyama, ‘Preparation of β-Amino Esters by a Chiral Brønsted Acid-catalyzed
Mannich-type Reaction,’ Synthesis 2008, 1319–1322.
42) J. Itoh, K. Fuchibe, T. Akiyama, ‘Chiral Phosphoric Acid Catalyzed Enantioselective Friedel-Crafts
Alkylation of Indoles with Nitroalkenes: Cooperative Effect of 3A Molecular Sieves,’ Angew. Chem. Int.
Ed. 2008, 47, 4016–4018.
43) K. Fuchibe, T. Akiyama, ‘Catalytic Activation of Carbon-fluorine Bonds by Low-valent NiobiumSpecies,’ J. Synth. Org. Chem., Jpn. 2009, 67, 208–218.

44) K. Fuchibe, T. Kaneko, K. Mori, T. Akiyama, ‘Expedient Synthesis of N-Fused Indoles: A C–FActivation and C–H Insertion Approach,’ Angew. Chem. Int. Ed. 2009, 48, 8070–8073 (Selected to theCover Picture).
Highlight Article: T. G. Driver, ‘Niobium-Catalyzed Activation of Aryl Trifluoromethyl Groups andFunctionalization of C–H Bonds: an Efficient and Convergent Approach to the Synthesis ofN-Heterocycles,’ Angew. Chem. Int. Ed. 2009, 48, 7974–7976.
C & E News: ‘Double C–F/C–H Bond Activation,’ 2006, 36 (issue of Jan. 30).
45) M. Yokota, K. Fuchibe, M. Ueda, Y. Mayumi, J. Ichikawa, ‘Facile Synthesis of 1,1-Difluoroallenes via
the Difluorovinylidenation of Aldehydes and Ketones,’ Org. Lett. 2009, 11, 3994–3997.
46) R. Nadano, K. Fuchibe, M. Ikeda, H. Takahashi, J. Ichikawa, ‘Rapid and Slow Generation of1-Trifluoromethylvinyllithium: Syntheses and Applications of CF3-Containing Allylic Alcohols, Allylic
Amines, and Vinyl Ketones,’ Chem. Asian J. 2010, 5, 1875–1883.
47) K. Fuchibe, K. Atobe, Y. Fujita, K. Mori, T. Akiyama ‘Niobium-catalyzed Activation of CF3 Group onAlkene: Synthesis of Substituted Indenes,’ Chem. Lett. 2010, 39, 867–869.
48) K. Oh, K. Fuchibe, J. Ichikawa, ‘Synthesis of 1,1-Difluoroallenes from Commercially Available
1,1,1-Trifluoro-2-iodoethane,’ Synthesis 2011, 881–886.
49) K. Fuchibe, H. Jyono, M. Fujiwara, T. Kudo, M. Yokota, J. Ichikawa, ‘Domino Friedel–Crafts-Type
Cyclizations of Difluoroalkenes Utilizing the α-Cation-Stabilizing Effect of Fluorine: An Efficient
Method for Synthesizing Angular PAHs,’ Chem. Eur. J. 2011, 17, 12175–12185.
50) K. Fuchibe, Y. Koseki, H. Sasagawa, J. Ichikawa, ‘NHC-Catalyzed Difluorocarbene Generation and its
Application to Aryl Difluoromethyl Ether Synthesis,’ Chem. Lett. 2011, 40, 1189–1191.
51) T. Fujita, T. Ichitsuka, K. Fuchibe, J. Ichikawa, ‘Facile Synthesis of β,β-Difluorostyrenes via the Negishi
Coupling of Thermally Stable 2,2-Difluorovinyl Zinc-TMEDA Complex,’ Chem. Lett. 2011, 40,986–988.
52) K. Fuchibe, Y. Koseki, T. Aono, H. Sasagawa, J. Ichikawa, ‘NHC-Catalyzed Generation ofDifluorocarbene and its Application to Difluoromethylation of Oxygen Nucleophiles,’ J. Fluorine Chem.
2012, 133, 52–60.
53) K. Oh, K. Fuchibe, M. Yokota, J. Ichikawa, ‘Facile Synthesis of Substituted 1,1-Difluoroallenes via
Carbonyl Difluorovinylidenation,’ Synthesis 2012, 44, 857–861.
54) K. Fuchibe, M. Ueda, M. Yokota, J. Ichikawa, ‘γ-Selective Addition to 1,1-Difluoroallenes:
Three-Component Coupling Leading to 2,2-Disubstituted 1,1-Difluoroalkenes,’ Chem. Lett. 2012, 41,1619–1621.
55) K. Fuchibe, M. Takahashi, J. Ichikawa, ‘Substitutions of Two Fluorines in a Trifluoromethyl Group:Regioselective Synthesis of 3-Fluoropyrazoles,"’Angew. Chem. Int. Ed. 2012, 51, 12059–12062.

56) K. Fuchibe, Y. Mayumi, N. Zhao, S. Watanabe, M. Yokota, J. Ichikawa, ‘Domino Synthesis ofFluorine-Substituted PAHs: 1,1-Difluoroallenes as Synthetic Platforms,’ Angew. Chem. Int. Ed., 2013,52, 7825–7828.
(‘Polycyclic Aromatic Hydrocarbons from 1,1-Difluoroallenes,’Synfacts 2013, 9, 1060–1060.)
57) K. Fuchibe, Y. Mayumi, M. Yokota, H, Aihara, J. Ichikawa, ‘Indium(III)-Catalyzed Cationic
Cyclization of 1,1-Difluoroallenes: Regioselective Synthesis of 1-Fluoronaphthalenes,’ Bull. Chem. Soc.
Jpn. 2014, 87, 942–949 (Selected to the Cover Picture).
(BCSJ Award Article, 2014, issue 9)58) K. Fuchibe, M. Bando, R. Takayama, J. Ichikawa, ‘Organocatalytic, Difluorocarbene-Based
S-Difluoromethylation of Thiocarbonyl Compounds,’ J. Fluorine Chem. 2015, 171, 133–138.
59) K. Fuchibe, T. Morikawa, K. Shigeno, T. Fujita, J. Ichikawa, ‘ Pinpoint-Fluorinated Phenacenes: NewSynthesis and Solubility Enhancement Strategies,’ Org. Lett. 2015, 17,1126–1129.
60) K. Fuchibe, T. Morikawa, R. Ueda, T. Okauchi, J. Ichikawa, ‘Pinpoint-Fluorinated Phenanthrene
Synthesis Based on C–F Bond Activation of Difluoroalkenes,’ J. Fluorine Chem. 2015, 179, 106–115.
61) T. Aono, H. Sasagawa, K. Fuchibe, J. Ichikawa, ‘Regioselective Synthesis ofα, α-Difluorocyclopentanone Derivatives: Domino Nickel-Catalyzed Difluorocyclopropanation/RingExpansion Sequence of Silyl Dienol Ethers,’ Org. Lett. 2015, 17, 5736–5739.