Construction of tetracyclic indole bases via Aza Diels‐Alder reaction of indolylethylimines with Brassard's diene
- 1 May 1994
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1994 (5) , 511-516
- https://doi.org/10.1002/jlac.15619940511
Abstract
Schiff's bases 3 derived from tryptamine react with Brassard's diene 4 in the presence of EtAlCl2 to give functionalized 1,2,5,6‐tetrahydropyridines which are subsequently transformed to indolo[2,3‐a]quinolizines 8–10 by the Bischler‐Napieralski reaction and reduction of the intermediate iminium salts with NaBH4. magnified imageKeywords
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