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New aspects of the chemistry of 2,3-dihydro-1H-1,5-benzodiazepine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Under basic catalysis conditions the reaction of 4- and 4'-substituted chalcones with o-phenylenediamine leads to 2,3-dihydro-2,4-diaryl-1H-1,5-benzodiazepines; β-amino adducts, the ability of which to undergo intramolecular condensation increases as the basicity of the catalyst is increased, are formed as intermediates. A different pathway for the process (the formation of an azomethine) is observed in the reaction with cinnamaldehyde. It is concluded that conformational factors play a primary role in the direction of the reaction.

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Authors and Affiliations

  1. A. M. Gorkii Kharkov State University, 310077, Kharkov

    V. D. Orlov, N. N. Kolos, F. G. Yaremenko & V. F. Lavrushin

Authors
  1. V. D. Orlov
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  2. N. N. Kolos
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  3. F. G. Yaremenko
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  4. V. F. Lavrushin
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 697–700, May, 1980.

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Orlov, V.D., Kolos, N.N., Yaremenko, F.G. et al. New aspects of the chemistry of 2,3-dihydro-1H-1,5-benzodiazepine. Chem Heterocycl Compd 16, 547–550 (1980). https://doi.org/10.1007/BF00561358

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  • DOI: https://doi.org/10.1007/BF00561358

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