Palladium-catalyzed four-component domino sulfonylation and carbonylation of 1,3-enynes at room temperature

Abstract

Multicomponent reactions (MCRs) provide an efficient and straightforward approach to access valuable complex molecules bearing diverse functional groups with excellent chemoselectivity and regioselectivity. In this work, a novel palladium-catalyzed four-component domino sulfonylation and carbonylation of 1,3-enynes has been developed, which enables the rapid incorporation of allene, sulfone, carbonyl and amine units into one single molecule simultaneously. By employing sulfonyl iodide as the SO₂ source and formic acid as the CO source, this reaction proceeded at room temperature under very mild conditions to furnish a broad range of sulfone- and carbonyl-containing allene derivatives in high yields and with excellent selectivity. Notably, the late-stage modification of various bioactive molecules was realized by using this protocol.