Photochemical Reaction of 2-Acyloxy-1-methoxycarbonylcyclohexenes: an Efficient Aliphatic Photo-Fries Rearrangement and a Novel 1,5-Aroyl Migration

DOI: 10.1039/c39920000908

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 908 - 910 (1992)

Update date:2022-08-04

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Authors:

Seto, Hideharu

Kosemura, Hajime

Fujimoto, Yasuo

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Article abstract of DOI:10.1039/c39920000908

Upon irradiation 2-acyloxy-1-methoxycarbonylcyclohexenes readily undergo photo-Fries rearrangement to give 2-acyl-2-methoxycarbonylcyclohexanones in good yields and among them 2-aroyloxy-1-methoxycarbonylcyclohexenes also undergo a novel 1,5-aroyl migration according to irradiation conditions to give 4-aroyl-2-methoxycarbonylcyclohexanones, which result from 1,3-aroyl migration following photo-Fries rearrangement.

Full text of DOI:10.1039/c39920000908

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