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Communication | Regular issue | Vol 65, No. 7, 2005, pp.1557-1560
Published online, 13th May, 2005
DOI: 10.3987/COM-05-10406
Syntheses of Some 1-(α-Hydroxybenzyl)thieno[3,4-b]indolizine Derivatives and Their Unexpected Condensation Reactions

Akikazu Kakehi,* Hiroyuki Suga, Shin Hatayama, and Daisuke Kubo

*Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University, 4-17-1 Wakasato, Nagano 380-8553, Japan

Abstract

Some ethyl 3-(benzyl or methylthio)-1-(α-hydroxybenzyl)thieno[3,4-b]indolizine-9-carboxylates were prepared by the reduction of the corresponding 1-benzoyl derivatives with sodium borohydride. These compounds were considerably unstable and their treatment with acetic acid afforded the unexpected condensation products.