Studies in the indole series. Part VI. Tetrahydropyrimido[3,4-a]indoles and isotryptamines

Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39710000359

Abstract

Fischer cyclisation of phenylhydrazones of 1,3-disubstituted 4-piperidones leads, in general, to both tetrahydropyrimido[3,4-a]indoles and 3-substituted 2-(2-alkylaminoethyl)indoles (isotryptamines). The latter can also be synthesised in low yield from 3-substituted 2-methylindoles by the Mannich reaction. They are cyclised to tetrahydropyrimido[3,4-a]indoles by treatment with aldehydes.

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