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Cu(I)-catalyzed N,N'-diarylation of natural diamines and polyamines with aryl iodides.

ABSTRACT: The Cu(I)-catalyzed N,N'-diarylation of natural diamines and polyamines such as putrescine, cadaverine, spermine, spermidine and their homologues is described. Aryl iodides bearing electron-donating and electron-withdrawing groups have been employed in the study. The CuI/2-(isobutyryl)cyclohexanone/DMF catalytic system has found to be more efficient in the diarylation of diamines and spermine while the CuI/L-proline/EtCN system proved to be preferable for the diarylation of other tri- and tetraamines like spermidine, norspermidine and norspermine.

SUBMITTER: Panchenko SP

PROVIDER: S-EPMC4685767 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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Cu(I)-catalyzed N,N'-diarylation of natural diamines and polyamines with aryl iodides.

Panchenko Svetlana Petrovna SP Averin Alexei Dmitrievich AD Anokhin Maksim Viktorovich MV Maloshitskaya Olga Aleksandrovna OA Beletskaya Irina Petrovna IP

Beilstein journal of organic chemistry 20151124

The Cu(I)-catalyzed N,N'-diarylation of natural diamines and polyamines such as putrescine, cadaverine, spermine, spermidine and their homologues is described. Aryl iodides bearing electron-donating and electron-withdrawing groups have been employed in the study. The CuI/2-(isobutyryl)cyclohexanone/DMF catalytic system has found to be more efficient in the diarylation of diamines and spermine while the CuI/L-proline/EtCN system proved to be preferable for the diarylation of other tri- and tetraa ...[more]

PMID: 26734078

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