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Communication | Regular issue | Vol 45, No. 9, 1997, pp.1657-1661
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7863
One-Step Transformation of 2- or 3-(1-Hydroxyalkyl)-2,3-dihydrobenzofurans to the Acylbenzofurans with N-Bromosuccinimide

Hideaki Suzuki, Hideyuki Tsutsui, Atsuyuki Kano, Satoru Katoh, Tadashi Morita, Kiyoshi Matsuda, Norihiro Iibuchi, and Masashi Ogawa*

*Central Research Division, Tobishi Pharmaceutical Co., Ltd., 1-7-1, Suehiro-cho, Ome, Tokyo, 198, Japan

Abstract

The one-step transformation of 2- or 3-(1-hydroxyalkyl)-2,3-dihydrobenzofurans (1 or 2) to the 2- or 3-acylbenzofurans (5 or 6) with N-bromosuccinimide was performed with good yields. The reaction is characterized to take place via the continuous bromination-dehydrobromination process. Yields are dependent on the solvent and the kind of additive compounds as a scavenger of the hydrogen bromide by-produced during the reaction.