ACYLOTROPIC INTRAMOLECULAR REARRANGEMENTS OF KETO ENAMINES OF BENZO[<i>b</i>]-ANNELATED HETEROCYCLES

Abstract

A review is devoted to N→O-acylotropic rearrangements of acylated keto enamines of benzo[b]furan, benzo[b]thiophene, benzo[b]selenophene, and benzo[b]tellurophene series. The mechanism of the photoinitiated migration of the acyl group and effect of the substituents in the migrating group and N-aryl fragment were examined. The compounds studied may be used as light energy accumulators, optical signal molecular switches, fluorescent sensors for measuring pH, and chemosensors for the determination of metal cations.

Authors: V. I. Minkin, V. A. Bren, A. D. Dubonosov, and A. V. Tsukanov.

English translation in Chemistry of Heterocyclic Compounds, 2012, 48 (1), pp 107-116

http://link.springer.com/article/10.1007/s10593-012-0974-6