Nitrosobenzene-Mediated C− C Bond Cleavage Reactions and Spectral Observation of an Oxazetidin-4-one Ring System

JN Payette, H Yamamoto

Index: Payette, Joshua N.; Yamamoto, Hisashi Journal of the American Chemical Society, 2008 , vol. 130, # 37 p. 12276 - 12278

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Citation Number: 46

Abstract

While bond formation processes have traditionally garnered the attention of the chemical community, methods facilitating bond breaking remain relatively undeveloped. We report a novel, transition-metal-free oxidative C− C bond cleavage process for a broad range of ester and dicarbonyl compounds involving carbanion addition to nitrosobenzene. ReactIR experiments on the nitrosobenzene-mediated oxidative decarboxylation of esters indicate ...