Chemical Communications

A catalytic version of hypervalent aryl-λ 3-iodane-induced Hofmann rearrangement of primary carboxamides: iodobenzene as an organocatalyst and m- …

K Miyamoto, Y Sakai, S Goda, M Ochiai

Index: Miyamoto, Kazunori; Sakai, Yuuta; Goda, Shunsuke; Ochiai, Masahito Chemical Communications, 2012 , vol. 48, # 7 p. 982 - 984

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Citation Number: 22

Abstract

The first catalytic version of hypervalent aryl-λ3-iodane-induced Hofmann rearrangement of primary carboxamides, which probably involves in situ generation of a tetracoordinated bis (aqua)(hydroxy) phenyl-λ3-iodane complex as an active oxidant from a catalytic amount of iodobenzene by the reaction with m-chloroperbenzoic acid in the presence of HBF4 in dichloromethane–water under mild conditions, was developed.

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