Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide

A novel and metal catalyst-free synthesis of aryloxyacetamides from the corresponding arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide has been developed involving an oxidation–reduction of eco-friendly H(2)O(2) with simultaneous reaction ipso-hydroxylati...

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Detalles Bibliográficos
Autores principales: Guo, Mengping, Li, Yingmin, Wen, Yongju, Shen, Xiuli
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9847470/
https://www.ncbi.nlm.nih.gov/pubmed/36741167
http://dx.doi.org/10.1039/d2ra07451f
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author Guo, Mengping
Li, Yingmin
Wen, Yongju
Shen, Xiuli
author_facet Guo, Mengping
Li, Yingmin
Wen, Yongju
Shen, Xiuli
author_sort Guo, Mengping
collection PubMed
description A novel and metal catalyst-free synthesis of aryloxyacetamides from the corresponding arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide has been developed involving an oxidation–reduction of eco-friendly H(2)O(2) with simultaneous reaction ipso-hydroxylation of arylboronic acid and hydration of the nitrile. This protocol is compatible with sensitive substituents attached to the arylboronic acid and provides desired products in moderate to good yields in pure water.
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spelling pubmed-98474702023-02-03 Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide Guo, Mengping Li, Yingmin Wen, Yongju Shen, Xiuli RSC Adv Chemistry A novel and metal catalyst-free synthesis of aryloxyacetamides from the corresponding arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide has been developed involving an oxidation–reduction of eco-friendly H(2)O(2) with simultaneous reaction ipso-hydroxylation of arylboronic acid and hydration of the nitrile. This protocol is compatible with sensitive substituents attached to the arylboronic acid and provides desired products in moderate to good yields in pure water. The Royal Society of Chemistry 2023-01-18 /pmc/articles/PMC9847470/ /pubmed/36741167 http://dx.doi.org/10.1039/d2ra07451f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Guo, Mengping
Li, Yingmin
Wen, Yongju
Shen, Xiuli
Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title_full Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title_fullStr Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title_full_unstemmed Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title_short Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
title_sort synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9847470/
https://www.ncbi.nlm.nih.gov/pubmed/36741167
http://dx.doi.org/10.1039/d2ra07451f
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AT liyingmin synthesisofaryloxyacetamidesfromarylboronicacidsand2bromoacetonitrilepromotedbyalkalinesolutionsofhydrogenperoxide
AT wenyongju synthesisofaryloxyacetamidesfromarylboronicacidsand2bromoacetonitrilepromotedbyalkalinesolutionsofhydrogenperoxide
AT shenxiuli synthesisofaryloxyacetamidesfromarylboronicacidsand2bromoacetonitrilepromotedbyalkalinesolutionsofhydrogenperoxide

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