o-(Trialkylstannyl)anilines and their utility in Migita-Kosugi-Stille cross-coupling: direct introduction of the 2-aminophenyl substituent

被引：13

作者：

Izgu, Enver Cagri ^{[1
]}

Hoye, Thomas R. ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 37期

基金：

美国国家卫生研究院;

关键词：

Cross-coupling; Ortho-metalation; Aniline; Organostannanes; HETEROCYCLES; ANTAGONISTS; BORYLATION; DESIGN; ACID;

D O I：

10.1016/j.tetlet.2012.06.138

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed shelf- and air-stable ortho-stannylated aniline reagents that can directly be coupled with alkenyl and aryl halides via Migita-Kosugi-Stille cross-coupling. We report (i) the efficient preparation of o-(tributylstannyl)aniline (2a) and o-(trimethylstannyl)aniline (2b), (ii) the comparison of the reactivities of 2a and 2b with those of related organostannanes in cross-coupling reaction with an alkenyl halide, and (iii) the cross-coupling of 2a and 2b with a series of arylhalides and triflate. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：4938 / 4941

页数：4

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