113334-55-7Relevant academic research and scientific papers
REARRANGEMENTS DE DIHYDRO-2,3 BENZO-b FURANNES α VINYLIQUES EN MILIEU ACIDE: ACCES A DES BENZO-b FURANNES ET 2H-BENZO-b PYRANNES
David, M.,Sauleau, J.,Sauleau, A.
, p. 3587 - 3594 (1988)
Neighbouring alkene group participation, resulting in isomerization, has been studied in reactions of some 2,3-dihydrobenzofurans with hydrobromic acid (in acetic acid) and with paratoluene sulfonic acid (in benzene).It was found that these 2-vinyl cyclic ethers afford benzo-b furans and Δ 3-chromenes; the ratio of five-to six membered ring products depending upon the rection conditions and upon the number of methyl groups at the double bond.
Photocyclization Reactions. Part 2. Synthesis of Dihydrobenzofuranols Using Photocyclization of Ethyl 2-Formylphenoxyacetates and Ethyl 2-Acetylphenoxyacetates
Horaguchi, Takaaki,Tsukada, Chikara,Hasegawa, Eietsu,Shimizu, Takahachi,Suzuki, Tsuneo,Tanemura, Kiyoshi
, p. 1273 - 1280 (2007/10/02)
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 20-46percent yields.Similarly, irradiation of 2a-e afforded dihydrobenzofuranols 6 and their derivatives 7, 8 in 40-86percent yields.Substitution effects on photocyclization and reaction pathways are discussed.
