Tetrahedron

Cyclic acetals as carbonyl blocking groups in the photo-fries rearrangement of acyl substituted aryl esters.

H Garcia, R Martinez-Utrilla, MA Miranda

Index: Garcia, Hermenegildo; Martinez-Utrilla, Roberto; Miranda, Miguel A. Tetrahedron, 1985 , vol. 41, # 15 p. 3131 - 3134

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Citation Number: 15

Abstract

The ethylene acetals of o and p-acetoxyacetophenone 3a, b, prepared from the corresponding hydroxyacetophenones by treatment with acetic anhydride in pyridine and subsequently with ethylene glycol and p-toluenesulphonic acid, give upon irradiation the expected photo-Fries products 4a, b (from 3a) or 6 (from 3b). These compounds are converted in part into diacetylphenols 5a, b as a consequence of a deacetalization, ...