Organic letters

A new practical one-pot conversion of phenols to anilines

M Mizuno, M Yamano

Index: Mizuno, Masahiro; Yamano, Mitsuhisa Organic Letters, 2005 , vol. 7, # 17 p. 3629 - 3631

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Citation Number: 45

Abstract

A novel one-pot synthesis of anilines from phenols was developed. Using this methodology, anilines are produced in good yield (86%) by a reaction of phenols with 2-bromo-2- methylpropionamide and NaOH in DMA via Smiles rearrangement. Phenols, which are substituted electron-withdrawing groups, are more reactive for Smiles rearrangement. Thiophenols are also converted to anilines. The process is a convenient, safe, and ...