Here
we report a novel and practical approach for preparing (E)-β-(thiocyanato)vinyl sulfones through the 1,2-thiocyanatosulfonation
of terminal alkynes with NH4SCN and sulfonyl hydrazides.
Advantages of this reaction include mild conditions, the absence of
metal, readily available reagents, a broad substrate scope, good functional
group compatibility, and excellent stereoselectivity. The radical
species-induced pathway is also demonstrated by mechanistic studies.