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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/...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2015
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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. |
format | Online Article Text |
id | pubmed-4685767 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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