Copper(I)-catalyzed amination of halothiophenes with polyamines

Copper(I)-catalyzed hetarylation of a series of polyamines and of 4,7,10-trioxatridecane-1,13-diamine with halothiophenes has been studied with a view to obtaining the corresponding N,N ′-dihetaryl derivatives. The target products can be obtained using both 3-iodothiophene in the presence of CuI/L-p...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2014-07, Vol.50 (7), p.923-927
Main Authors: Anokhin, M. V., Averin, A. D., Panchenko, S. P., Maloshitskaya, O. A., Beletskaya, I. P.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:Copper(I)-catalyzed hetarylation of a series of polyamines and of 4,7,10-trioxatridecane-1,13-diamine with halothiophenes has been studied with a view to obtaining the corresponding N,N ′-dihetaryl derivatives. The target products can be obtained using both 3-iodothiophene in the presence of CuI/L-proline/EtCN or CuI/ N,N -dimethylglycine/EtCN as catalytic system and 3-bromothiophene in the system CuI/2-(2-methyl-1-oxopropyl)cyclohexanone/DMF. The latter system is also suitable for the hetarylation of 4,7,10-trioxatridecane-1,13-diamine with 3-iodothiophene. In some cases, N -(thiophen-3-yl) derivatives have also been isolated.
ISSN:1070-4280
1608-3393
DOI:10.1134/S107042801407001X