Iron-Catalyzed Chemoselective ortho Arylation of Aryl Imines by Directed C-H Bond Activation

被引：195

作者：

Yoshikai, Naohiko ^{[1
]}

Matsumoto, Arimasa ^{[1
]}

Norinder, Jakob ^{[1
]}

Nakamura, Eiichi ^{[1
]}

机构：

[1] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 16期

关键词：

arylation; C-H activation; cross-coupling; homogeneous catalysis; iron; SECONDARY ALKYL-HALIDES; ORGANIC-SYNTHESIS; MECHANISTIC ASPECTS; GRIGNARD-REAGENTS; FUNCTIONALIZATION; COMPLEXES; METAL; SP(2); ACIDS; ARYLMAGNESIATION;

D O I：

10.1002/anie.200900454

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

No Fe-ar: Iron catalyzes an imine-directed C-H bond activation to introduce an ortho-aryl group to an acetophenone-derived imine using a diarylzinc reagent (see scheme), whereas palladium catalyzes the conventional substitution reaction . The title reaction features mild and selective C-H bond activation in the presence of aryl bromide, chloride, or sulfonate groups, and 1,2-dichloroisobutane is essential to achieve such selectivity. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2925 / 2928

页数：4

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