Tetrahedron Letters

Efficient synthesis of methyl carbamate via Hofmann rearrangement in the presence of TsNBr 2

AJ Borah, P Phukan

Index: Borah, Arun Jyoti; Phukan, Prodeep Tetrahedron Letters, 2012 , vol. 53, # 24 p. 3035 - 3037

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Citation Number: 14

Abstract

An efficient method has been developed for the synthesis of carbamates from the corresponding amides via the Hofmann rearrangement using N, N-dibromo-p- toluenesulfonamide (TsNBr2) in the presence of DBU in methanol. The reaction goes into completion in 10–20min at 65° C to produce the corresponding carbamate in excellent yield.