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Paper | Regular issue | Vol 65, No. 6, 2005, pp.1347-1358
Published online, 15th April, 2005
DOI: 10.3987/COM-05-10366
Convenient Transformation of 3-Alkoxyfurans to 2-Alkoxy-3-furanones or cis-2-Alkoxy-2-butene-1,4-diones with Phenyltrimethylammonium Tribromide

Shinsei Sayama

*Department of Chemistry, Fukushima Medical University, Hikarigaoka, Fukushima, 960-1295, Japan

Abstract

3-Alkoxy-2,5-diphenylfurans and 3-alkoxy-2,4,5-triphenylfurans were converted to 2-alkoxy-3-furanones with phenyltrimethylammonium tribromides(PTAB) in various alcohols at room temperature. The oxidative ring-opening of 3-alkoxy-2,5-diphenylfurans to cis-2-alkoxy-2-butene-1,4-diones was also accomplished with PTAB in DMSO.