Regio- and stereoselective manganese-catalyzed hydrosulfonylation of alkynes: facile access to Z-vinyl sulfones

A concise and practical route for the manganese-catalyzed hydrosulfonylation of alkynes with commercially and easily available sulfonyl chlorides has been reported. This protocol features mild reaction conditions, convenient operation and good functional group tolerance, enabling the introduction of various functionalized sulfonyl groups into unactivated alkynes. In addition, it employs inexpensive and user-friendly manganese as the catalyst, and common Xantphos as the ligand, thus providing step-economical access to aliphatic vinyl sulfones with excellent control of the regio- and diastereoselectivities. Based on a ligand-tuned metalloradical reactivity strategy, the efficiency of Cl-atom transfer is remarkably improved by the bidentate phosphine coordinated manganese radical.

Automated summary

A concise and practical route for the hydrosulfonylation of alkynes using commercially available sulfonyl chlorides has been developed. The reaction conditions are mild and convenient, allowing the introduction of various functionalized sulfonyl groups into unactivated alkynes. The use of inexpensive manganese catalyst and common Xantphos ligand provides excellent control over the regio- and diastereoselectivities, resulting in efficient Cl-atom transfer.