Cesium-catalyzed highly regioselective synthesis of (Z)-vinylic selenosulfides via thioselenation of alkynes with unsymmetrical diorganoyl dichalcogenides

A novel one-pot approach for the synthesis of (Z)-vinylic selenosulfides is demonstrated through the thioselenation of a wide range of alkynes with unsymmetrical diorganoyl dichalcogenides (RSSePh) catalyzed by cesium hydroxide monohydrate, avoiding the use of the transition metal catalyst and the previous preparation of chalcogen alkynes. Other outstanding features include mild reaction conditions, high regio- and stereo-selectivity, excellent yields and wide functional group tolerance.126