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Reactions of arylhydrazines with α-formyl derivatives of six-and seven-membered ring lactams

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reactions of α-formyl derivatives of N-methyl-δ-valerolactam and N-methyl-ɛ-caprolactam with arylhydrazines lead to the formation of 3,4,5,10-tetrahydroazepino [3, 4-b] indole-1 (2H)-one and 2,3,4,5,6,11-hexahydro-1H-azocino [3,4-b] indol-1-one derivatives. As the size of the lactam ring is increased the role of competing reactions, such as dealkylation at the indole nitrogen atom and the formation of 5-pyrazolone via reaction with α-unsubstituted phenylhydrazine, also increases.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1398–1403, October, 1988.

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Tokmakov, G.P., Grandberg, I.I. Reactions of arylhydrazines with α-formyl derivatives of six-and seven-membered ring lactams. Chem Heterocycl Compd 24, 1160–1165 (1988). https://doi.org/10.1007/BF00475695

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  • DOI: https://doi.org/10.1007/BF00475695

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