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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...

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Detalles Bibliográficos
Autores principales: Yuan, Yong, Liu, Xue, Hu, Jingcheng, Wang, Pengjie, Wang, Shengchun, Alhumade, Hesham, Lei, Aiwen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
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.
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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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