Oxidations Of Pyrrolidines And Piperidines To Afford Ch-Functionalized Isopropyl-1-Carboxylate Congeners

This article describes the action of iodine(III) reagents [diacetoxyiodobenzene, PhI(OAc)(2), and iodosobenzene, (PhIO)(n)] in conjunction with TMSBr which act as functional bromine equivalents in unique oxidations of saturated, carbamate protected N-heterocycles. Interestingly, during this work, treatment of the same carbamates with molecular bromine alone afforded similar products, which were sequestered by the solvent methanol. (C) 2021 Elsevier Ltd. All rights reserved.