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Communication | Regular issue | Vol 20, No. 11, 1983, pp.2129-2132
Published online, 1st January, 1970
DOI: 10.3987/R-1983-11-2129
A Short Synthesis of 2,2-Disubstituted Benzo[a]quinoline and indolo[2,3-a]quinolizine Derivatives via Carbon-Fragment Transfer from a Folic Acid Model

Axel R. Stoit and Upendra K. Pandit

*Organic Chemistry Department, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands


1-Tosyl-2-(3’-ethoxycarbonyl-3’-methyl-2’-oxo)butyl-3,4,4-trimethyl-2,3-imidazolidine — a substituted methylenetetrahydrofolate model — serves as a reagent for the transfer of the 2,2-dimethyl-3-oxo-4-methenylbutanoate moiety to 2-arylethylamine and tryptamine to give products which can be converted to benzo[a]quinolizine and indolo[2,3-a]quinolizine derivatives, respectively, in two simple steps.