Organic letters

Cine substitution of arenes using the aryl carbamate as a removable directing group

T Mesganaw, NF Fine Nathel, NK Garg

Index: Mesganaw, Tehetena; Fine Nathel, Noah F.; Garg, Neil K. Organic Letters, 2012 , vol. 14, # 11 p. 2918 - 2921

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Citation Number: 27

Abstract

An efficient and controlled means to achieve a rare cine substitution of arenes is reported. The methodology relies on the strategic use of aryl O-carbamates as readily removable directing groups for arene functionalization. The removal of aryl carbamates is achieved by employing an air-stable Ni (II) precatalyst, along with an inexpensive reducing agent, to give synthetically useful yields across a range of substrates. The net cine substitution process ...