133745-30-9Relevant academic research and scientific papers
Photocyclization Reactions. Part 5 [1]. Synthesis of Dihydrobenzofuranols Using Photocyclization of 2-Alkoxybenzophenones and Ethyl 2-Benzoylphenoxyacetates
Sharshira, Essam Mohamed,Shimada, Satoru,Okamura, Mutsuo,Hasegawa, Eietsu,Horaguchi, Takaaki
, p. 1797 - 1805 (2007/10/03)
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.
Enol ether formation by disproportionation of the 1,5-biradical intermediate in the photocyclization of o-isopropoxybenzophenone
Wagner,Laidig
, p. 895 - 898 (2007/10/02)
The 1,3-dioxane formed by uv irradiation of o-isopropoxybenzophenone is produced by intramolecular cyclization of a hydroxy enol ether, the disproportionation product of the 1,5-biradical formed by triplet state hydrogen abstraction. The enol ether is stable in the absence of acid.
