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Photocyclization reactions. Part 2 Synthesis of dihydrobenzofuranols using photocyclization of ethyl 2‐formylphenoxyacetates and ethyl 2‐acetylphenoxyacetates
Author(s) -
Horaguchi Takaaki,
Tsukada Chikara,
Hasegawa Eietsu,
Shimizu Takahachi,
Suzuki Tsuneo,
Tanemura Kiyoshi
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280519
Subject(s) - chemistry , substituent , acetonitrile , medicinal chemistry , photochemistry , organic chemistry
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.