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Paper | Regular issue | Vol 75, No. 1, 2008, pp.43-56
Published online, 10th September, 2007
DOI: 10.3987/COM-07-11154
Synthesis of Cycloalkanoindoles, the Carba Analogs of Physostigmine

Imre Kiraly, Gabor Hornyanszky, Katalin Kupai, and Lajos Novak*

*Department of Organic Chemistry, Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, Budapest University of Technology and Economics, Gellért tér 4, H-1521 Budapest, Hungary

Abstract

The title compounds 9 were prepared by combined aza-Claisen rearrangement/intramolecular ring-closure reaction of N-allylaniline derivatives 3, followed by BBr3 mediated cleavage of methoxy group and subsequent formation of the phenylcarbamyl derivatives.