Copper(I)-catalyzed amination of halothiophenes with polyamines |
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Authors: | M. V. Anokhin A. D. Averin S. P. Panchenko O. A. Maloshitskaya I. P. Beletskaya |
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Affiliation: | 1. Faculty of Chemistry, Moscow State University, Leninskie gory, Moscow, 119991, Russia
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Abstract: | 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. |
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