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Chemistry of Heterocyclic Compounds

, Volume 53, Issue 2, pp 230–235 | Cite as

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

  • Arthur A. Grigor’ev
  • Sergey V. KarpovEmail author
  • Yakov S. Kayukov
  • Oleg E. Nasakin
  • Iuliia A. Gracheva
  • Victor A. Tafeenko
Article

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.

Keywords

organic nitriles tetracyanopropenides thieno[2,3-b]pyridines cyano group 

Notes

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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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Arthur A. Grigor’ev
    • 1
  • Sergey V. Karpov
    • 1
    Email author
  • Yakov S. Kayukov
    • 1
  • Oleg E. Nasakin
    • 1
  • Iuliia A. Gracheva
    • 2
  • Victor A. Tafeenko
    • 3
  1. 1.Chuvash State University named after I. N. UlyanovCheboksaryRussia
  2. 2.Nizhni Novgorod State UniversityNizhni NovgorodRussia
  3. 3.Lomonosov Moscow State UniversityMoscowRussia

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