A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride

Triphenylphosphine oxide (TPPO) and oxalyl chloride ((COCl)(2)) are used as novel and high-efficiency coupling reagents for the esterification of alcohols with carboxylic acids via the TPPO/(COCl)(2) system at room temperature for 1 h. The reaction represents the first TPPO-promoted esterification u...

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Detalles Bibliográficos
Autores principales: Jia, Mingzhu, Jiang, Lixue, Niu, Fanfan, Zhang, Yu, Sun, Xiaoling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society Publishing 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5830786/
https://www.ncbi.nlm.nih.gov/pubmed/29515897
http://dx.doi.org/10.1098/rsos.171988
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author Jia, Mingzhu
Jiang, Lixue
Niu, Fanfan
Zhang, Yu
Sun, Xiaoling
author_facet Jia, Mingzhu
Jiang, Lixue
Niu, Fanfan
Zhang, Yu
Sun, Xiaoling
author_sort Jia, Mingzhu
collection PubMed
description Triphenylphosphine oxide (TPPO) and oxalyl chloride ((COCl)(2)) are used as novel and high-efficiency coupling reagents for the esterification of alcohols with carboxylic acids via the TPPO/(COCl)(2) system at room temperature for 1 h. The reaction represents the first TPPO-promoted esterification under mild and neutral conditions with excellent yields. Furthermore, we proposed a plausible mechanism with the help of (31)P NMR spectroscopy.
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spelling pubmed-58307862018-03-07 A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride Jia, Mingzhu Jiang, Lixue Niu, Fanfan Zhang, Yu Sun, Xiaoling R Soc Open Sci Chemistry Triphenylphosphine oxide (TPPO) and oxalyl chloride ((COCl)(2)) are used as novel and high-efficiency coupling reagents for the esterification of alcohols with carboxylic acids via the TPPO/(COCl)(2) system at room temperature for 1 h. The reaction represents the first TPPO-promoted esterification under mild and neutral conditions with excellent yields. Furthermore, we proposed a plausible mechanism with the help of (31)P NMR spectroscopy. The Royal Society Publishing 2018-02-21 /pmc/articles/PMC5830786/ /pubmed/29515897 http://dx.doi.org/10.1098/rsos.171988 Text en © 2018 The Authors. http://creativecommons.org/licenses/by/4.0/ Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/, which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Jia, Mingzhu
Jiang, Lixue
Niu, Fanfan
Zhang, Yu
Sun, Xiaoling
A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title_full A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title_fullStr A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title_full_unstemmed A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title_short A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
title_sort novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5830786/
https://www.ncbi.nlm.nih.gov/pubmed/29515897
http://dx.doi.org/10.1098/rsos.171988
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