Diboron reagents in the deoxygenation of nitrones

Org Biomol Chem. 2023 Jan 25;21(4):807-816. doi: 10.1039/d2ob01880b.

Abstract

B2nep2 efficiently promotes the N-O cleavage of nitrones to form imines in very high yields via a simple, efficient, sustainable, functional group tolerant and scalable protocol. The reaction occurs in the absence of additives through a concerted mechanism. We demonstrated that DMPO and TEMPO, typically used as radical traps, are also deoxygenated by diboron reagents, which demonstrates their limitation as mechanistic probes.