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Intramolecular electrophilic displacement of acyl by nitro group during attempted synthesis of 3-nitrocoumarins

✍ Scribed by George M. Benedikt; Lee Traynor

Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 192 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80983-7

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✦ Synopsis

2-Hydroxyacetophenones undergo upon nitration in acetic acid a substitution of the acyl by nitro group followed by an intramolecular 1,3-acyl shift reminescent of a retro-Fries rearrangement to yield phenyl esters.

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