Photocyclization reactions. Part 2 Synthesis of dihydrobenzofuranols using photocyclization of ethyl 2??formylphenoxyacetates and ethyl 2??acetylphenoxyacetates

T Horaguchi, C Tsukada, E Hasegawa…

Index: Horaguchi, Takaaki; Tsukada, Chikara; Hasegawa, Eietsu; Shimizu, Takahachi; Suzuki, Tsuneo; Tanemura, Kiyoshi Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 5 p. 1273 - 1280

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Citation Number: 7

Abstract

Abstract Photocyclization reactions were carried out on ethyl 2-formylphenoxyacetates 1a-e and ethyl 2-acetylphenoxyacetates 2a-e in acetonitrile. Irradiation of 1a-e gave dihydrobenzofuranols 3 in 20–46% yields. Similarly, irradiation of 2a-e afforded dihydrobenzofuranols 6 and their derivatives 7, 8 in 40–86% yields. Substituent effects on photocyclization and reaction pathways are discussed.