钯催化的芳基磺酸盐与有机硅烷的 Hiyama 型交叉偶联反应。

Palladium-catalyzed Hiyama-type cross-coupling reactions of arenesulfinates with organosilanes.

机构信息

Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000, People's Republic of China.

出版信息

J Org Chem. 2013 May 17;78(10):5022-5. doi: 10.1021/jo302791q. Epub 2013 May 8.

DOI:10.1021/jo302791q

PMID:23656304

Abstract

Palladium-catalyzed Hiyama-type cross-coupling reactions of various arenesulfinates with organosilanes were achieved in good to excellent yields under aerobic conditions at 70 °C. Fluoride is essential, and tetrabutylammonium fluoride (TBAF) was shown to be the most efficient additive for these cross-coupling reactions. These cross-coupling reactions of the arenesulfinates provide high yields and show wide functional group tolerance, making them attractive alternative transformations to traditional cross-coupling approaches for carbon-carbon bond construction.

摘要

钯催化的各种芳基磺酸盐与有机硅烷的 Hiyama 型交叉偶联反应在有氧条件下于 70°C 下以良好至优异的收率实现。氟化物是必需的，并且四丁基氟化铵 (TBAF) 被证明是这些交叉偶联反应最有效的添加剂。芳基磺酸盐的这些交叉偶联反应提供了高收率，并显示出广泛的官能团容忍性，使得它们成为传统交叉偶联方法构建碳-碳键的有吸引力的替代转化。