Single and double Suzuki-Miyaura couplings with symmetric dihalobenzenes

被引：100

作者：

Sinclair, DJ ^{[1
]}

Sherburn, MS ^{[1
]}

机构：

[1] Australian Natl Univ, Res Sch Chem, Canberra, ACT 0200, Australia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 09期

关键词：

D O I：

10.1021/jo050105q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

m- or p-diiodobenzene undergoes selective double coupling reactions with arylboronic acids and esters. Selectivity for double coupling over single coupling is remarkably strong: even with a diiodobenzene:monoboronic acid ratio of 10:1, the products of double coupling are formed in good yields. Steric hindrance and electronic influences of the boronic acid or ester, and reaction conditions do not appear to impact significantly upon the outcome of the reaction. In contrast, m- and p-dibromobenzenes undergo single couplings with aryl boronic acids with high selectivity.

引用

页码：3730 / 3733

页数：4

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