Rearrangement of Differentially Protected N-Arylhydroxylamines

作者: Achim Porzelle , Michael D. Woodrow , Nicholas C. O. Tomkinson

DOI: 10.1002/EJOC.200800672

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摘要: The rearrangement of a series N,O-difunctionalized N-arylhydroxylamines to generate protected 2-aminophenols has been investigated. N-Boc-N-aryl-O-acylhydroxylamines are stable, isolable compds. which rearrange smoothly at temps. between 110 and 140°C. corresponding N-Boc-N-aryl-O-sulfonylhydroxylamines were not isolated 1,2-difunctionalized aminophenols room temp. in excellent yield. Deprotection either the N- or O-substituents under std. conditions allows for further synthetic manipulation aniline phenol functionality.

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