K2S2O8 promoted dehydrative cross-coupling between α,α-disubstituted allylic alcohols and thiophenols/thiols?

Organic Chemistry Frontiers Pub Date: 2021-04-08 DOI: 10.1039/D1QO00148E

Abstract

Allyl sulfides are important organosulfur compounds. K2S2O8 promoted dehydrative cross-coupling between α,α-disubstituted allylic alcohols and thiophenols/thiols is demonstrated for the first time, which resulted in a wide range of allyl sulfides in good to high yields. Note that this metal-free synthetic method features broad substrate scopes; in addition to thiophenols and thiols, pyrazole, sodium benzenesulfinate, and sodium trifluoromethanesulfinate were also tolerated. Mechanistic studies revealed that a radical addition process might be involved in the reaction.

Graphical abstract: K2S2O8 promoted dehydrative cross-coupling between α,α-disubstituted allylic alcohols and thiophenols/thiols
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