高价芳基-λ3-碘烷引发的伯酰胺Hofmann 重排的催化版本：碘苯作为有机催化剂，间氯过苯甲酸作为末端氧化剂。

A catalytic version of hypervalent aryl-λ3-iodane-induced Hofmann rearrangement of primary carboxamides: iodobenzene as an organocatalyst and m-chloroperbenzoic acid as a terminal oxidant.

机构信息

Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan.

出版信息

Chem Commun (Camb). 2012 Jan 25;48(7):982-4. doi: 10.1039/c2cc16360h. Epub 2011 Dec 7.

Abstract

The first catalytic version of hypervalent aryl-λ(3)-iodane-induced Hofmann rearrangement of primary carboxamides, which probably involves in situ generation of a tetracoordinated bis(aqua)(hydroxy)phenyl-λ(3)-iodane complex as an active oxidant from a catalytic amount of iodobenzene by the reaction with m-chloroperbenzoic acid in the presence of HBF(4) in dichloromethane-water under mild conditions, was developed.

摘要

首次开发了高价芳基-λ(3)-碘烷引发的伯酰胺的霍夫曼重排反应的催化版本，该反应可能涉及在温和条件下，通过 m-氯过苯甲酸与二氯甲烷-水反应，在 HBF(4)存在下，用催化量的碘苯原位生成四配位的双（水合）（羟基）苯基-λ(3)-碘烷配合物作为活性氧化剂。