Stereodivergent Synthesis of (<i>Z</i>)-/(<i>E</i>)-β-Sulfonylacrylamides via Tandem Difunctionalization of Alkynes with Sulfinates and Isocyanides.

Stereoselective difunctionalizations of the terminal and internal alkynes with various sulfinates and isocyanides have been achieved to prepare (<i>Z</i>)-/(<i>E</i>)-β-sulfonylacrylamides. The (<i>Z</i>)-β-sulfonylacrylamides were generated via a one-pot process that involves the reaction of terminal alkynes with sulfinates and isocyanides in the presence of iodine in sequential manner. The (<i>E</i>)-β-sulfonylacrylamides were prepared in a two-step synthesis via palladium(II)-catalyzed addition of isocyanide to (<i>E</i>)-β-iodovinylsulfones synthesized from alkynes.