Catalyst-free arylation of sulfonamides via visible light-mediated deamination

Chem Sci. 2021 Jun 5;12(27):9556-9560. doi: 10.1039/d1sc02266k. eCollection 2021 Jul 14.

Abstract

A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfones via a visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.