Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids
Takaaki Horaguchi
1
,
Chikara Tsukada
1
,
Eietsu Hasegawa
1
,
Takahachi Shimizu
1
,
Toshinori Suzuki
2
,
Kiyoshi Tanemura
2
Publication type: Journal Article
Publication date: 1991-08-01
scimago Q3
wos Q2
SJR: 0.362
CiteScore: 4.7
Impact factor: 2.4
ISSN: 0022152X, 19435193
Organic Chemistry
Abstract
Photocyclization reactions were carried out on 2-alkoxybenzaldehydes 1a-f, 2′-alkoxyacetophenones 2a-h, 2-formylphenoxyacetic acids 1i-l and 2-acetylphenoxyacetic acids 2i-m. Irradiation of 1a-f and 2a-h in acetonitrile gave the corresponding dihydrobenzofuranols 3, 5 and dihydroisobenzofuranols 4, 6. Using carboxylic acids 1i-1, 2i-m as starting materials, decarboxylation occurred immediately to give the corresponding ethers 1a-d, 2a-e. Further irradiation of the solution afforded dihydrobenzofuranols 3, 5 and dihydroisobenzofuranols 4, 6. Substituent effects on photocyclization and reaction pathways are discussed.
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27
Total citations:
27
Citations from 2025:
2
(7.41%)
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GOST
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Horaguchi T. et al. Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids // Journal of Heterocyclic Chemistry. 1991. Vol. 28. No. 5. pp. 1261-1272.
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Horaguchi T., Tsukada C., Hasegawa E., Shimizu T., Suzuki T., Tanemura K. Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids // Journal of Heterocyclic Chemistry. 1991. Vol. 28. No. 5. pp. 1261-1272.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/jhet.5570280518
UR - https://doi.org/10.1002/jhet.5570280518
TI - Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids
T2 - Journal of Heterocyclic Chemistry
AU - Horaguchi, Takaaki
AU - Tsukada, Chikara
AU - Hasegawa, Eietsu
AU - Shimizu, Takahachi
AU - Suzuki, Toshinori
AU - Tanemura, Kiyoshi
PY - 1991
DA - 1991/08/01
PB - Wiley
SP - 1261-1272
IS - 5
VL - 28
SN - 0022-152X
SN - 1943-5193
ER -
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BibTex (up to 50 authors)
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@article{1991_Horaguchi,
author = {Takaaki Horaguchi and Chikara Tsukada and Eietsu Hasegawa and Takahachi Shimizu and Toshinori Suzuki and Kiyoshi Tanemura},
title = {Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids},
journal = {Journal of Heterocyclic Chemistry},
year = {1991},
volume = {28},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/jhet.5570280518},
number = {5},
pages = {1261--1272},
doi = {10.1002/jhet.5570280518}
}
Cite this
MLA
Copy
Horaguchi, Takaaki, et al. “Photocyclization reactions. Part 1. Synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzaldehydes, 2′-alkoxyacetophenones, 2-formylphenoxyacetic acids and 2-acetylphenoxyacetic acids.” Journal of Heterocyclic Chemistry, vol. 28, no. 5, Aug. 1991, pp. 1261-1272. https://doi.org/10.1002/jhet.5570280518.