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Thermolysis of 3-azido-4-aryl(hetaryl)thieno[2,3-b]pyridines: 2,7-naphthyridines or 1,4-diazepines?

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Chemistry of Heterocyclic Compounds Aims and scope

A series of tertiary 3-azido-N-phenylthieno[2,3-b]pyridine-2-carboxamides containing a phenyl or hetaryl moiety at position 4 were synthesized. The influence of the nature of the substituent on the direction of intramolecular cyclization with the participation of nitrene was studied. Novel pyrido[3',2':4,5]thieno[3,2-b][1,5]benzodiazepin-11-ones and benzo[c]thieno[2,3,4-ij][2,7]naphthyridines were synthesized.

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This work was financially supported by the Ministry of Education and Science of the Russian Federation (agreement 4.6087.2017/BCh) and the Russian Foundation for Basic Research (agreement No. 18-33-00184/18).

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Authors and Affiliations

  1. Kuban State Technological University, 2 Moskovskaya St., Krasnodar, 350072, Russia

    Eugeniya А. Kanishcheva, Veronika O. Bedareva, Vladimir K. Vasilin, Tat’yana А. Stroganova & Gennady D. Krapivin

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  1. Eugeniya А. Kanishcheva
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  2. Veronika O. Bedareva
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  3. Vladimir K. Vasilin
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  4. Tat’yana А. Stroganova
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  5. Gennady D. Krapivin
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Correspondence to Eugeniya А. Kanishcheva.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(9), 882–887

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Kanishcheva, E.А., Bedareva, V.O., Vasilin, V.K. et al. Thermolysis of 3-azido-4-aryl(hetaryl)thieno[2,3-b]pyridines: 2,7-naphthyridines or 1,4-diazepines?. Chem Heterocycl Comp 55, 882–887 (2019). https://doi.org/10.1007/s10593-019-02552-z

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