Three-component Oxytrifluoromethylation of Alkenes: Highly Efficient and Regioselective Difunctionalization of C=C Bonds Mediated by Photoredox Catalysts

被引：484

作者：

Yasu, Yusuke ^{[1
]}

Koike, Takashi ^{[1
]}

Akita, Munetaka ^{[1
]}

机构：

[1] Tokyo Inst Technol, Chem Resources Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 38期

关键词：

fluorine; homogeneous catalysis; photochemistry; radical reactions; synthetic methods; VISIBLE-LIGHT PHOTOCATALYSIS; ELECTROPHILIC TRIFLUOROMETHYLATION; RUTHENIUM(II) COMPLEX; ALDEHYDES; FLUORINE; PERFLUOROALKYLATION; ORGANOCATALYSIS; ALKYLATION; PANOMIFENE; MOLECULES;

D O I：

10.1002/anie.201205071

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：9567 / 9571

页数：5

共 55 条

[11]

Hiyama T., 2004, ANGEW CHEM, V116, P897

[12] Sodium dithionite initiated addition of CF2Br2, CF3I and (CF3)2CFI to allylaromatics.: Synthesis and the reactivity of 4-aryl-1,1-difluorodienes and 4-aryl-1,1-bis(trifluoromethyl)dienes [J].

Ignatowska, Jolanta ;

Dmowski, Wojciech .

JOURNAL OF FLUORINE CHEMISTRY, 2007, 128 (09) :997-1006

[13] Trifluoromethylation of heterocycles via visible light photoredox catalysis [J].

Iqbal, Naeem ;

Choi, Sungkyu ;

Ko, Euna ;

Cho, Eun Jin .

TETRAHEDRON LETTERS, 2012, 53 (15) :2005-2008

[14] Electrophilic Trifluoromethylation by Copper-Catalyzed Addition of CF3-Transfer Reagents to Alkenes and Alkynes [J].

Janson, Par G. ;

Ghoneim, Ibrahim ;

Ilchenko, Nadia O. ;

Szabo, Kalman J. .

ORGANIC LETTERS, 2012, 14 (11) :2882-2885

[15] REACTION OF TRIFLUOROMETHANESULFONYL CHLORIDE WITH ALKENES CATALYZED BY A RUTHENIUM(II) COMPLEX [J].

KAMIGATA, N ;

FUKUSHIMA, T ;

YOSHIDA, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (20) :1559-1560

[16] NOVEL PERFLUOROALKYLATION OF ALKENES WITH PERFLUOROALKANESULPHONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) COMPLEX [J].

KAMIGATA, N ;

FUKUSHIMA, T ;

TERAKAWA, Y ;

YOSHIDA, M ;

SAWADA, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (03) :627-633

[17] Synthesis of Trifluoromethyl-Containing Pyridines and Their Applications to Biologically Active Molecules [J].

Katsuyama, Isamu .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2009, 67 (10) :992-1000

[18]

Kieltsch I., 2007, ANGEW CHEM, V119, P768

[19] Mild electrophilic trifluoromethylation of carbon- and sulfur-centered nucleophiles by a hypervalent iodine(III)-CF3 reagent [J].

Kieltsch, Iris ;

Eisenberger, Patrick ;

Togni, Antonio .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (05) :754-757

[20]

Koike T., 2012, CHEM LETT IN PRESS

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