Biaryl formation using the Suzuki protocol: Considerations of base, halide, and protecting group.

被引：17

作者：

Benbow, JW

Martinez, BL

机构：

[1] Department of Chemistry, Lehigh University, Bethlehem

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(96)02065-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The generation of aryl anions prior to quenching with a trialkyl borate has been shown to be sensitive to the composition of the aryl substrate. Aryl iodides containing remote benzyl ether substituents undergo trans-metallation with sec-BuLi to cleanly give the desired aryl anions whereas the corresponding bromides afford appreciable quantities of dianionic intermediates. The arylboronic acids derived from alkylation of these anions subsequently undergo a palladium mediated coupling with aryl halides to provide good yields of the desired biaryls. Copyright (C) 1996 Elsevier Science Ltd.

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页码：8829 / 8832

页数：4

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