Russian Journal of General Chemistry

, Volume 88, Issue 4, pp 689–699 | Cite as

A Convenient Approach to 2-Aminobenzo[b]chalcogenophenes Based on Copper-Catalyzed Transformation of 4-(2-Bromophenyl)-1,2,3-chalcogenodiazoles in the Presence of a Base and Amines

  • E. A. Popova
  • A. G. Lyapunova
  • M. L. Petrov
  • T. L. Panikorovskii
  • D. A. Androsov


The reactions of 4-(2-bromophenyl)-1,2,3-thia-and -selenadiazoles with amines in the presence of potassium carbonate and copper(I) iodide afforded 2-aminobenzo[b]chalcogenophenes. The corresponding thiaand selenamides, prepared by interaction of 4-(2-bromophenyl)-1,2,3-thia- and -selenadiazoles with amines in the absence of copper salt, were transformed into 2-aminobenzo[b]chalcogenophenes by the action of potassium carbonate and copper(I) iodide in DMF in different yields.


benzo[b]thiophene benzo[b]selenophene 1,2,3-thiadiazole 1,2,3-selenadiazole copper-catalyzed cyclization 


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This work was financially supported by the Ministry of Education and Science of the Russian Federation within the framework of the state project (project no. 4.5554.2017/8.9) using the equipment of the X-ray Diffraction Center of St. Petersburg State University and the Engineering Center of the St. Petersburg State Institute of Technology (Technical University).


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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • E. A. Popova
    • 1
  • A. G. Lyapunova
    • 2
  • M. L. Petrov
    • 1
  • T. L. Panikorovskii
    • 2
  • D. A. Androsov
    • 1
  1. 1.St. Petersburg State Institute of Technology (Technical University)St. PetersburgRussia
  2. 2.St. Petersburg State UniversitySt. PetersburgRussia

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