Dehydrogenative Aromatization and Sulfonylation of Pyrrolidines: Orthogonal Reactivity in Photoredox Catalysis

Angew Chem Int Ed Engl. 2018 Nov 5;57(45):14787-14791. doi: 10.1002/anie.201808427. Epub 2018 Oct 11.

Abstract

Oxidative dehydrogenative aromatization and selective sulfonylation reactions of N-heterocycles under visible-light photoredox catalysis were established. The mild reaction conditions make this approach an appealing and versatile strategy to functionalize/oxidize pyrrolidines whereby arylsulfonyl chlorides were identified to be both catalyst regeneration and sulfonylation reagents.

Keywords: C(sp3)-H functionalization; C3 sulfonylation; aromatization; dehydrogenation; redox chemistry.