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Paper | Regular issue | Vol 48, No. 5, 1998, pp.975-980
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8134
Addition-Cyclization of 2-Hydroxy-2,3-dihydroindol-3-ones with Acetylenecarboxylates: Preparation of Furo[2,3-b]indoles

Tomomi Kawasaki, Chen-Ying Tang, Eiichi Koizumi, Hiroyuki Nakanishi, and Masanori Sakamoto*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

The reaction of 2-hydroxyindol-3-ones (1) with dimethyl acetylenedicarboxylate (2a, DMAD) in the presence of base (triethylamine or sodium carbonate) underwent Michael addition followed by cyclization to produce 3a-hydroxyfuro[2,3-b]indoles (3).