Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions

A practical method to synthesize N-heteroaryl esters from N-heteroaryl methanols with acyl cyanides via C–C bond cleavage without using any transition metal is demonstrated here. The use of Na(2)CO(3)/15-crown-5 couple enables access to a series of N-heteroaryl esters in high efficiency. This protoc...

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Autores principales: Lai, Miao, Su, Fangyao, Hu, Jingyi, Wang, Mengzhuo, Zhao, Mingqin, Zhang, Ganlin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8828493/
https://www.ncbi.nlm.nih.gov/pubmed/35155384
http://dx.doi.org/10.3389/fchem.2021.822625
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author Lai, Miao
Su, Fangyao
Hu, Jingyi
Wang, Mengzhuo
Zhao, Mingqin
Zhang, Ganlin
author_facet Lai, Miao
Su, Fangyao
Hu, Jingyi
Wang, Mengzhuo
Zhao, Mingqin
Zhang, Ganlin
author_sort Lai, Miao
collection PubMed
description A practical method to synthesize N-heteroaryl esters from N-heteroaryl methanols with acyl cyanides via C–C bond cleavage without using any transition metal is demonstrated here. The use of Na(2)CO(3)/15-crown-5 couple enables access to a series of N-heteroaryl esters in high efficiency. This protocol is operationally simple and highly environmentally benign producing only cyanides as byproducts.
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spelling pubmed-88284932022-02-11 Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions Lai, Miao Su, Fangyao Hu, Jingyi Wang, Mengzhuo Zhao, Mingqin Zhang, Ganlin Front Chem Chemistry A practical method to synthesize N-heteroaryl esters from N-heteroaryl methanols with acyl cyanides via C–C bond cleavage without using any transition metal is demonstrated here. The use of Na(2)CO(3)/15-crown-5 couple enables access to a series of N-heteroaryl esters in high efficiency. This protocol is operationally simple and highly environmentally benign producing only cyanides as byproducts. Frontiers Media S.A. 2022-01-27 /pmc/articles/PMC8828493/ /pubmed/35155384 http://dx.doi.org/10.3389/fchem.2021.822625 Text en Copyright © 2022 Lai, Su, Hu, Wang, Zhao and Zhang. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Lai, Miao
Su, Fangyao
Hu, Jingyi
Wang, Mengzhuo
Zhao, Mingqin
Zhang, Ganlin
Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title_full Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title_fullStr Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title_full_unstemmed Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title_short Synthesis of N-Heteroarenemethyl Esters via C–C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions
title_sort synthesis of n-heteroarenemethyl esters via c–c bond cleavage of acyl cyanides under transition metal-free conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8828493/
https://www.ncbi.nlm.nih.gov/pubmed/35155384
http://dx.doi.org/10.3389/fchem.2021.822625
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