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A new route to highly substituted thieno[2,3-b]pyridines via cascade heterocyclization of 2-acyl-1,1,3,3-tetracyanopropenide salts

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Chemistry of Heterocyclic Compounds Aims and scope

2-Acyl-1,1,3,3-tetracyanopropenides undergo cascade heterocyclization under the action of mercaptoacetic esters, leading to the formation of new 3,6-diamino-4-aroyl-5-cyanothieno[2,3-b]pyridine-2-carboxylates. The fast and convenient synthetic way to highly substituted thieno[2,3-b]pyridine scaffold is described.

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This work was supported by the Russian Foundation for Basic Research (research project No. 15-33-21087 'mol_a_ved'). The X-ray study was supported in part by Lomonosov Moscow State University Program of Development.

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Authors and Affiliations

  1. Chuvash State University named after I. N. Ulyanov, 15 Moskovsky Ave., Cheboksary, 428015, Russia

    Arthur A. Grigor’ev, Sergey V. Karpov, Yakov S. Kayukov & Oleg E. Nasakin

  2. Nizhni Novgorod State University, 23 Gagarina Ave., Nizhni Novgorod, 603950, Russia

    Iuliia A. Gracheva

  3. Lomonosov Moscow State University, 1-3 Leninskie Gory, Moscow, 119991, Russia

    Victor A. Tafeenko

Authors
  1. Arthur A. Grigor’ev
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  2. Sergey V. Karpov
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  3. Yakov S. Kayukov
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  4. Oleg E. Nasakin
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  5. Iuliia A. Gracheva
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  6. Victor A. Tafeenko
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Correspondence to Sergey V. Karpov.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(2), 230–235

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Grigor’ev, A.A., Karpov, S.V., Kayukov, Y.S. et al. A new route to highly substituted thieno[2,3-b]pyridines via cascade heterocyclization of 2-acyl-1,1,3,3-tetracyanopropenide salts. Chem Heterocycl Comp 53, 230–235 (2017). https://doi.org/10.1007/s10593-017-2044-6

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  • DOI: https://doi.org/10.1007/s10593-017-2044-6

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