Amos, Stephanie G. E.Nicolai, StefanoGagnebin, AlecLe Vaillant, FranckWaser, Jerome2019-06-182020-02-072019-06-182019-03-1510.1021/acs.joc.9b00050https://infoscience.epfl.ch/handle/20.500.14299/156862WOS:000461844000060Alkynyl sulfoxides are important building blocks with a unique reactivity in organic chemistry, but only a few reliable methods have been reported to synthesize them. A novel route to access alkynyl sulfoxides is reported herein by using ethynyl benziodoxolone (EBX) reagents to trap sulfenate anions generated in situ, via a retro-Michael reaction. The reaction takes place under metal-free and mild conditions. It is compatible with aryl, heteroaryl, and alkyl sulfoxides with up to 90% yield. This practical access to alkynyl sulfoxides is expected to facilitate the application of these useful building blocks in organic synthesis.Chemistry, OrganicChemistrypalladium-catalyzed arylationhypervalent iodine reagentsasymmetric-synthesisvinyl sulfoxidesenantioselective arylationaryl sulfoxidessulfurthiolsalkylationoxidationtext::journal::journal article::research article