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Photolysis of enol acetates and α-bromo derivatives ofo-(acyloxy)acetophenones

✍ Scribed by García, Hermenegildo ;Martínez-Utrilla, Roberto ;Miranda, Miguel A.

Book ID: 102901395
Publisher: John Wiley and Sons
Year: 1985
Tongue: English
Weight: 520 KB
Volume: 1985
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198519850320

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✦ Synopsis

Abstract

UV irradiation of enol acetates 3a – g in benzene gives mainly o‐(acetoxy)acetophenones 2 and 2‐methylchromones 4. Under the same conditions, the dimethyl derivatives 3h and 3i remain unaffected. The α‐bromo ketone 5a gives rise to mixtures of o‐(acetoxy)acetophenone (2a), the diketone 6, and/or α‐acetoxy‐o‐hydroxyacetophenone (7), depending on the irradiation conditions. The similarities and differences between the two series of experiments, as well as their possible mechanistic implications, are discussed.

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