Journal of Heterocyclic Chemistry p. 1797 - 1805 (1996)
Update date:2022-08-04
Topics:
Sharshira, Essam Mohamed
Shimada, Satoru
Okamura, Mutsuo
Hasegawa, Eietsu
Horaguchi, Takaaki
Photocyclization reactions were carried out on 2-alkoxybenzophenones 1a-h and ethyl 2-benzoylphenoxyacetates 2a-e in acetonitrile. Irradiation of 1a-h gave dihydrobenzofuranols 4a-h in 68-84% yields. Similarly, irradiation of 2a-e afforded dihydrobenzofuranols 8a-e in 72-75% yields. Ethyl acrylates 9b-c were also produced in 6-8% yields from photoreactions of 2b-c. Substituent effects on cyclization of 1,5-biradical intermediates and reaction pathways are discussed. Benzophenones are useful compounds to prepare dihydrobenzofuranols by photocyclization.
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