Diboron reagents in the deoxygenation of nitrones.
Emily L VargasMario FrancoInés AlonsoMariola TortosaMaría Belén CidPublished in: Organic & biomolecular chemistry (2023)
B 2 nep 2 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.