Synthesis of 1,1-disubstituted olefins via catalytic alkyne hydrothiolation/Kumada cross-coupling

被引：97

作者：

Sabarre, Anthony ^{[1
]}

Love, Jennifer ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 18期

基金：

加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

D O I：

10.1021/ol8012843

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Using recently developed methodology for the regioselective formation of branched alkyl vinyl sulfides, we report a convenient route to 1,1-disubstituted olefins. We demonstrate that n-propanethiol successfully undergoes catalytic alkyne hydrothiolation with both aryl and aliphatic alkynes using Tp*Rh(PPh3)(2) as the catalyst. The resulting vinyl sulfides undergo Kumada cross-coupling to afford the desired disubstituted alkene. Both two-step and one-pot procedures are reported.

引用

页码：3941 / 3944

页数：4

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