Simple and Sustainable Iron-Catalyzed Aerobic C–H Functionalization of N, N-Dialkylanilines

MO Ratnikov, X Xu, MP Doyle

Index: Ratnikov, Maxim O.; Xu, Xinfang; Doyle, Michael P. Journal of the American Chemical Society, 2013 , vol. 135, # 25 p. 9475 - 9479

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Citation Number: 71

Abstract

Iron (III) chloride catalyzes the aerobic oxidation of tertiary anilines, including tetrahydroisoquinolines, to form reactive iminium ion intermediates that undergo Mannich reactions with silyloxyfurans, nitroalkanes, and other nucleophiles to give the corresponding butenolides, nitro compounds, and α-substituted tetrahydroisoquinolines, respectively, in good to excellent yields.