Tetrahedron letters

Preparation of methyl carbamates via a modified Hofmann rearrangement

X Huang, JW Keillor

文献索引：Huang, Xicai; Keillor, Jeffrey W. Tetrahedron Letters, 1997 , vol. 38, # 3 p. 313 - 316

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被引用次数: 40

摘要

Treatment of a series of para-substituted aromatic and primary aliphatic carboxamides with NBS and NaOMe in methanol heated to reflux for ten minutes results in the conversion of the carboxamides to their corresponding primary amino methyl carbamates in nearly quantitative yields. The mild oxidative conditions of this modified Hofmann rearrangement are shown to be particularly useful for the preparation of p-substituted anilines.