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Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas
Facile intramolecular amination of unactivated alkenes has been achieved by using electricity as a catalyst that helps to generate an intermediate and accelerates formation of cyclic ureas in high yields. Using this method, no metal catalysts were used. During electrolysis, a nitrogen radical was fo...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6070678/ https://www.ncbi.nlm.nih.gov/pubmed/30083492 http://dx.doi.org/10.1002/open.201800064 |
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author | Ahmed, Nisar Khatoon, Saira |
author_facet | Ahmed, Nisar Khatoon, Saira |
author_sort | Ahmed, Nisar |
collection | PubMed |
description | Facile intramolecular amination of unactivated alkenes has been achieved by using electricity as a catalyst that helps to generate an intermediate and accelerates formation of cyclic ureas in high yields. Using this method, no metal catalysts were used. During electrolysis, a nitrogen radical was formed at the urea substrate that cyclised with the alkene and generated a terminal carbon radical which further formed a bond with the 2,2,6,6‐tetramethylpiperidine‐N‐oxyl radical (TEMPO). This method of electrolysis not only gives cyclic ureas but also functionalises terminal unactivated alkenes. This method can be considered to be environmentally friendly given that it avoids the issues of toxicity or complicated metal ligands and could therefore be potentially employed in green chemistry. |
format | Online Article Text |
id | pubmed-6070678 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-60706782018-08-06 Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas Ahmed, Nisar Khatoon, Saira ChemistryOpen Full Papers Facile intramolecular amination of unactivated alkenes has been achieved by using electricity as a catalyst that helps to generate an intermediate and accelerates formation of cyclic ureas in high yields. Using this method, no metal catalysts were used. During electrolysis, a nitrogen radical was formed at the urea substrate that cyclised with the alkene and generated a terminal carbon radical which further formed a bond with the 2,2,6,6‐tetramethylpiperidine‐N‐oxyl radical (TEMPO). This method of electrolysis not only gives cyclic ureas but also functionalises terminal unactivated alkenes. This method can be considered to be environmentally friendly given that it avoids the issues of toxicity or complicated metal ligands and could therefore be potentially employed in green chemistry. John Wiley and Sons Inc. 2018-07-09 /pmc/articles/PMC6070678/ /pubmed/30083492 http://dx.doi.org/10.1002/open.201800064 Text en © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Full Papers Ahmed, Nisar Khatoon, Saira Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title | Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title_full | Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title_fullStr | Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title_full_unstemmed | Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title_short | Facile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas |
title_sort | facile electrochemical intramolecular amination of urea‐tethered terminal alkenes for the synthesis of cyclic ureas |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6070678/ https://www.ncbi.nlm.nih.gov/pubmed/30083492 http://dx.doi.org/10.1002/open.201800064 |
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