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Report | Regular issue | Vol 22, No. 8, 1984, pp.1805-1810
Published online, 1st January, 1970
DOI: 10.3987/R-1984-08-1805
Quinolizidines. IX. An Improved Procedure for the Synthesis of Indolo[2,3-a]quinolizidine from 3-(2-Piperidinoethyl)indole

Tozo Fujii,* Masashi Ohba, and Noriko Sasaki

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

The procedure and yield of the oxidative cyclization of 3-(2-piperidinoethyl)indole (V) to produce indolo[2,3-a]quinolizidine (X) have been improved by the use of 3 molar equivalents of Hg(OAc)2-edetate disodium in boiling aqueous EtOH for 3 h. Similar oxidation of the piperidinoethanol IIIb in boiling 1% aqueous AcOH failed to give the expected lactam alcohol XIIb, an alternative intermediate for the synthesis of X.