Premium
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
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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom