Organic letters

N-Methylimidazole-catalyzed synthesis of carbamates from hydroxamic acids via the Lossen rearrangement

S Yoganathan, SJ Miller

Index: Yoganathan, Sabesan; Miller, Scott J. Organic Letters, 2013 , vol. 15, # 3 p. 602 - 605

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Citation Number: 18

Abstract

An efficient, one-pot, N-methylimidazole (NMI) accelerated synthesis of aromatic and aliphatic carbamates via the Lossen rearrangement is reported. NMI is a catalyst for the conversion of isocyanate intermediates to the carbamates. Moreover, the utility of arylsulfonyl chloride in combination with NMI minimizes the formation of often-observed hydroxamate-isocyanate dimers during the sequence. Under the present conditions, ...

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