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Paper | Regular issue | Vol 43, No. 1, 1996, pp.101-111
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7231
A Short Synthetic Route to Benzofurans. Syntheses of Naturally Occurring Euparin and Related Compounds

Akihiro Sogawa, Masao Tsukayama,* Hiroshi Nozaki, and Mitsuru Nakayama

*Department of Chemical Science and Technology, Faculty of Engineering, The University of Tokushima, Minamijosanjima, Tokushima 770, Japan

Abstract

Euparin (4a) and related benzofurans (4b-e, g) were synthesized by conversion of the corresponding o-(3-hydroxy-3-methylbutynyl)phenyl tosylates (2) in the presence of base into the 2-(1-hydroxy-1-methylethyl)benzofurans (3), followed by dehydration in high yields. 2-(1-Bromo-1-methylethyl)benzofurans (5g, h) were converted into 2,2-diemethylchromenes (6g, h) in good yields.