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Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines
Tertiary phosphines(iii) find widespread use in many aspects of synthetic organic chemistry. Herein, we developed a facile and novel electrochemical oxidative N–H/P–H cross-coupling method, leading to a series of expected tertiary phosphines(iii) under mild conditions with excellent yields. It is wo...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8905962/ https://www.ncbi.nlm.nih.gov/pubmed/35382477 http://dx.doi.org/10.1039/d1sc07248j |
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author | Yuan, Yong Liu, Xue Hu, Jingcheng Wang, Pengjie Wang, Shengchun Alhumade, Hesham Lei, Aiwen |
author_facet | Yuan, Yong Liu, Xue Hu, Jingcheng Wang, Pengjie Wang, Shengchun Alhumade, Hesham Lei, Aiwen |
author_sort | Yuan, Yong |
collection | PubMed |
description | Tertiary phosphines(iii) find widespread use in many aspects of synthetic organic chemistry. Herein, we developed a facile and novel electrochemical oxidative N–H/P–H cross-coupling method, leading to a series of expected tertiary phosphines(iii) under mild conditions with excellent yields. It is worth noting that this electrochemical protocol features very good reaction selectivity, where only a 1 : 1 ratio of amine and phosphine was required in the reaction. Moreover, this electrochemical protocol proved to be practical and scalable. Mechanistic insights suggested that the P radical was involved in this reaction. |
format | Online Article Text |
id | pubmed-8905962 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-89059622022-04-04 Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines Yuan, Yong Liu, Xue Hu, Jingcheng Wang, Pengjie Wang, Shengchun Alhumade, Hesham Lei, Aiwen Chem Sci Chemistry Tertiary phosphines(iii) find widespread use in many aspects of synthetic organic chemistry. Herein, we developed a facile and novel electrochemical oxidative N–H/P–H cross-coupling method, leading to a series of expected tertiary phosphines(iii) under mild conditions with excellent yields. It is worth noting that this electrochemical protocol features very good reaction selectivity, where only a 1 : 1 ratio of amine and phosphine was required in the reaction. Moreover, this electrochemical protocol proved to be practical and scalable. Mechanistic insights suggested that the P radical was involved in this reaction. The Royal Society of Chemistry 2022-02-14 /pmc/articles/PMC8905962/ /pubmed/35382477 http://dx.doi.org/10.1039/d1sc07248j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Yuan, Yong Liu, Xue Hu, Jingcheng Wang, Pengjie Wang, Shengchun Alhumade, Hesham Lei, Aiwen Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title | Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title_full | Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title_fullStr | Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title_full_unstemmed | Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title_short | Electrochemical oxidative N–H/P–H cross-coupling with H(2) evolution towards the synthesis of tertiary phosphines |
title_sort | electrochemical oxidative n–h/p–h cross-coupling with h(2) evolution towards the synthesis of tertiary phosphines |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8905962/ https://www.ncbi.nlm.nih.gov/pubmed/35382477 http://dx.doi.org/10.1039/d1sc07248j |
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