Calcium-Catalyzed Bis-hydrothiolation of Unactivated Alkynes Providing Dithioacetals

被引：28

作者：

Hut'ka, Martin ^{[1
]}

Tsubogo, Tetsu ^{[1
]}

Kobayashi, Shu ^{[1
]}

机构：

[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ORGANOMETALLICS | 2014年 / 33卷 / 20期

基金：

日本学术振兴会; 日本科学技术振兴机构;

关键词：

ASYMMETRIC 1,4-ADDITION; SELECTIVE FORMATION; CARBONYL-COMPOUNDS; THIOACETALS; EFFICIENT; CHEMISTRY; ACID; BOND; TRANSFORMATION; CYCLIZATION;

D O I：

10.1021/om500442u

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Bis-hydrothiolation of alkynes providing anti-Markovnikov dithioacetals is reported. Lewis-acidic Ca(OSO2C4F9)(2) (Ca(ONf)(2)) was synthesized for the first time and was shown to be an excellent catalyst for the transformation. The reaction is highly selective and has a wide substrate scope. It was revealed that vinyl sulfides were intermediates for this transformation and that Ca(ONf)(2) efficiently catalyzed the unprecedented reactions of unactivated vinyl sulfides with thiols to afford the dithioacetals in good to high yields.

引用

页码：5626 / 5629

页数：4