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

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/...

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Autores principales: Panchenko, Svetlana Petrovna, Averin, Alexei Dmitrievich, Anokhin, Maksim Viktorovich, Maloshitskaya, Olga Aleksandrovna, Beletskaya, Irina Petrovna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685767/
https://www.ncbi.nlm.nih.gov/pubmed/26734078
http://dx.doi.org/10.3762/bjoc.11.250
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author Panchenko, Svetlana Petrovna
Averin, Alexei Dmitrievich
Anokhin, Maksim Viktorovich
Maloshitskaya, Olga Aleksandrovna
Beletskaya, Irina Petrovna
author_facet Panchenko, Svetlana Petrovna
Averin, Alexei Dmitrievich
Anokhin, Maksim Viktorovich
Maloshitskaya, Olga Aleksandrovna
Beletskaya, Irina Petrovna
author_sort Panchenko, Svetlana Petrovna
collection PubMed
description 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.
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spelling pubmed-46857672016-01-05 Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides Panchenko, Svetlana Petrovna Averin, Alexei Dmitrievich Anokhin, Maksim Viktorovich Maloshitskaya, Olga Aleksandrovna Beletskaya, Irina Petrovna Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2015-11-24 /pmc/articles/PMC4685767/ /pubmed/26734078 http://dx.doi.org/10.3762/bjoc.11.250 Text en Copyright © 2015, Panchenko et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Panchenko, Svetlana Petrovna
Averin, Alexei Dmitrievich
Anokhin, Maksim Viktorovich
Maloshitskaya, Olga Aleksandrovna
Beletskaya, Irina Petrovna
Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title_full Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title_fullStr Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title_full_unstemmed Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title_short Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
title_sort cu(i)-catalyzed n,n’-diarylation of natural diamines and polyamines with aryl iodides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4685767/
https://www.ncbi.nlm.nih.gov/pubmed/26734078
http://dx.doi.org/10.3762/bjoc.11.250
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