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Russian Chemical Bulletin

, Volume 65, Issue 3, pp 731–734 | Cite as

Cyclization of 1-(4,4-diethoxybutyl)-3-aryl(thio)ureas to 2-arylpyrrolidines and 2,3´-bipyrrole derivatives

  • A. V. Smolobochkin
  • A. S. Gazizov
  • Yu. K. Voronina
  • A. R. Burilov
  • M. A. Pudovik
Full Articles

Abstract

A reaction of 1-(4,4-diethoxybutyl)-3-phenylthiourea with resorcinol, 2-methylresorcinol, pyrogallol, and hydroquinone in chloroform in the presence of trifluoroacetic acid leads to 2-aryl-1-(N-phenylcarbamothioyl)pyrrolidines. 1-(4,4-Diethoxybutyl)-3-arylureas and 1-(4,4diethoxybutyl)-3-arylthioureas in the presence of an acid catalyst undergo intramolecular cyclization and dimerization with the formation of 1,1´-bis(N-arylcarbamo(thio)yl)-2,3´-bipyrrole derivatives.

Key words

2-arylpyrrolidines γ-thioureido acetals 1-(4,4-diethoxybutyl)-3-arylthioureas phenols 2,3´-bipyrroles 

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • A. V. Smolobochkin
    • 1
  • A. S. Gazizov
    • 1
  • Yu. K. Voronina
    • 1
  • A. R. Burilov
    • 1
  • M. A. Pudovik
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Scientific Center of the Russian Academy of SciencesKazanRussian Federation

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