Cyclization of 1-(4,4-diethoxybutyl)-3-aryl(thio)ureas to 2-arylpyrrolidines and 2,3´-bipyrrole derivatives
- Authors: Smolobochkin A.V.1, Gazizov A.S.1, Voronina Y.K.1, Burilov A.R.1, Pudovik M.A.1
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Affiliations:
- A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
- Issue: Vol 65, No 3 (2016)
- Pages: 731-734
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/237514
- DOI: https://doi.org/10.1007/s11172-016-1364-5
- ID: 237514
Cite item
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.
About the authors
A. V. Smolobochkin
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088
A. S. Gazizov
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
Author for correspondence.
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088
Yu. K. Voronina
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088
A. R. Burilov
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088
M. A. Pudovik
A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences
Email: agazizov@iopc.ru
Russian Federation, 8 ul. Akad. Arbuzova, Kazan, 420088