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AN IMPROVED SYNTHESIS OF β-CARBOLINE, AZEPINO- AND AZOCINO[3,4-b]INDOLE DERIVATIVES FROM LACTAMS

Г. П. Токмаков
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Abstract


2,3,4,9-Tetrahydro-1H-β-carbolin-1-ones, 3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-ones, and 2,3,4,5,6,11-hexahydro-1H-azocino[3,4-b]indol-1-ones were synthesized by Vilsmeier formylation of butyrolactam, N-methylbutirolactam, N-methylvalerolactam, and N-methylcaprolactam followed by treatment with arylhydrazines. It was demonstrated that the syntheses can be carried out as one-pot procedure without separation of intermediate α-formyl lactams.

How to Cite
Tokmakov, G. P. Chem. Heterocycl. Compd. 2014, 50, 211. [Khim. Geterotsikl. Soedin. 2014, 235.]

For this article in the English edition see DOI 10.1007/s10593-014-1463-x


Keywords


lactams; arylhydrazines; β-carbolines; azepino[3,4-b]indoles; azocino[3,4-b]indoles; Vilsmeier reaction; Fischer reaction; rearrangements

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