Substitution reactions which proceed via radical anion intermediates. 29. Electron-transfer substitution reactions: p-nitrocumyl system

N Kornblum, L Cheng, TM Davies…

Index: Kornblum, Nathan; Cheng, Leung; Davies, Thomas M.; Earl, Gary W.; Holy, Norman L; et al. Journal of Organic Chemistry, 1987 , vol. 52, # 2 p. 196 - 204

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Citation Number: 28

Abstract

F ade substitution reactions at the tertiary carbon of p-nitrocumyl chloride and a, p- dinitrocumene are described. These reactions occur with a wide range of organic and inorganic nucleophiles and are noteworthy for providing novel and powerful means of synthesis; they occur readily under mild conditions, give excellent yields of pure products, and, in contrast to SN2 displacements, are rather insensitive to steric hindrance. They are, ...