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An Improved Synthesis of β-Carboline and Azepino-and Azocino[3,4-b]Indole Derivatives from Lactams

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Chemistry of Heterocyclic Compounds Aims and scope

The Vilsmeier formylation of butyrolactam, N-methylbutyrolactam, N-methylvalerolactam, and N-methylcaprolactam followed by treatment with aryl hydrazines afforded the 2,3,4,9-tetrahydro-1Н-β-carbolin-1-ones, 3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2Н)-ones, and 2,3,4,5,6,11-hexahydro-1Н-azocino[3,4-b]indol-1-ones. The synthesis was performed as a one-pot process without isolating the intermediate α-formyl lactams.

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Authors and Affiliations

  1. Moscow Agricultural Academy named after K. A. Timiryazev, 49 Timiryazevskaya St., Moscow, 127550, Russia

    G. P. Tokmakov

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  1. G. P. Tokmakov
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Correspondence to G. P. Tokmakov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 235-240, February, 2014.

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Tokmakov, G.P. An Improved Synthesis of β-Carboline and Azepino-and Azocino[3,4-b]Indole Derivatives from Lactams . Chem Heterocycl Comp 50, 211–216 (2014). https://doi.org/10.1007/s10593-014-1463-x

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  • DOI: https://doi.org/10.1007/s10593-014-1463-x

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