A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light

This work presents a palladium-catalyzed oxime ether-directed ortho-selective benzoylation using benzoylformic acid as the acyl source with a palladium catalyst and 4CzIPN as the co-catalyst under light. Various non-symmetric benzophenone derivatives were obtained in moderate to good yields. A preli...

Descripción completa

Detalles Bibliográficos
Autores principales: Wang, Cheng, Yang, Shan, Huang, Zhibin, Zhao, Yingsheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8955727/
https://www.ncbi.nlm.nih.gov/pubmed/35335341
http://dx.doi.org/10.3390/molecules27061980
_version_ 1784676407975084032
author Wang, Cheng
Yang, Shan
Huang, Zhibin
Zhao, Yingsheng
author_facet Wang, Cheng
Yang, Shan
Huang, Zhibin
Zhao, Yingsheng
author_sort Wang, Cheng
collection PubMed
description This work presents a palladium-catalyzed oxime ether-directed ortho-selective benzoylation using benzoylformic acid as the acyl source with a palladium catalyst and 4CzIPN as the co-catalyst under light. Various non-symmetric benzophenone derivatives were obtained in moderate to good yields. A preliminary mechanism study revealed that the reaction proceeds through a free radical pathway.
format Online
Article
Text
id pubmed-8955727
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-89557272022-03-26 A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light Wang, Cheng Yang, Shan Huang, Zhibin Zhao, Yingsheng Molecules Article This work presents a palladium-catalyzed oxime ether-directed ortho-selective benzoylation using benzoylformic acid as the acyl source with a palladium catalyst and 4CzIPN as the co-catalyst under light. Various non-symmetric benzophenone derivatives were obtained in moderate to good yields. A preliminary mechanism study revealed that the reaction proceeds through a free radical pathway. MDPI 2022-03-18 /pmc/articles/PMC8955727/ /pubmed/35335341 http://dx.doi.org/10.3390/molecules27061980 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wang, Cheng
Yang, Shan
Huang, Zhibin
Zhao, Yingsheng
A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title_full A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title_fullStr A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title_full_unstemmed A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title_short A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light
title_sort palladium-catalyzed 4czipn-mediated decarboxylative acylation reaction of o-methyl ketoximes with α-keto acids under visible light
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8955727/
https://www.ncbi.nlm.nih.gov/pubmed/35335341
http://dx.doi.org/10.3390/molecules27061980
work_keys_str_mv AT wangcheng apalladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT yangshan apalladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT huangzhibin apalladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT zhaoyingsheng apalladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT wangcheng palladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT yangshan palladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT huangzhibin palladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight
AT zhaoyingsheng palladiumcatalyzed4czipnmediateddecarboxylativeacylationreactionofomethylketoximeswithaketoacidsundervisiblelight

Ejemplares similares