Catalytic Photoinduced Intramolecular Decarboxylative and Desulfonylative sp3 Allylation Enabled by Sulfinate Salts

Angew Chem Int Ed Engl. 2023 Jul 10;62(28):e202304084. doi: 10.1002/anie.202304084. Epub 2023 May 31.

Abstract

Herein, we describe a catalytic intramolecular decarboxylative/desulfonylative sp3 allylation triggered by sulfinate salts under light irradiation. The reaction is likely enabled by a non-classical, radical-polar crossover mechanism, allowing rapid and reliable access to valuable allyl architectures from readily accessible precursors. The protocol is characterized by its operational simplicity and scalability, employing abundant, commercially available catalysts.

Keywords: Allylation; Decarboxylation; Heterocycles; Photochemistry; Radicals.