A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy

Abstract

A visible-light-induced difunctionalization of activated alkenes for building alkylsulfonylated oxindoles and amides through a radical Smiles rearrangement strategy was reported. A tandem SO₂ insertion/1,4-aryl migration/desulfonylation/cyclization sequence was involved in this transformation. Readily available Hantzsch esters served as alkylation reagents. Two different products were constructed depending on the substituent group of the nitrogen atom.