Radical additions of arenethiols to ynamides for the selective synthesis of N-[(Z)-2-(Arylsulfanyl)-1-alkenyl]amides

Abstract

A variety of ynamides undergo highly regio- and stereoselective radical addition of arenethiols with the aid of trie- thylborane as a radical initiator. The products, N-[-2-arylsulfanyl-1 -alkenyl]amides, can be reduced with triethyl- silane in trifluoroacetic acid to yield N-[2-(arylsulfanyl)alkyl] amides.