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Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group

[Image: see text] An efficient palladium-catalyzed decarboxylative ortho-acylation of anilines with α-oxocarboxylic acids has been realized by using carbamate as a directing group (DG). The reaction proceeds smoothly with high regioselectivity to afford diverse acylation products of aniline derivati...

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Autores principales: Li, Qi-Li, Li, Zhong-Yuan, Wang, Guan-Wu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641432/
https://www.ncbi.nlm.nih.gov/pubmed/31458653
http://dx.doi.org/10.1021/acsomega.8b00441
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author Li, Qi-Li
Li, Zhong-Yuan
Wang, Guan-Wu
author_facet Li, Qi-Li
Li, Zhong-Yuan
Wang, Guan-Wu
author_sort Li, Qi-Li
collection PubMed
description [Image: see text] An efficient palladium-catalyzed decarboxylative ortho-acylation of anilines with α-oxocarboxylic acids has been realized by using carbamate as a directing group (DG). The reaction proceeds smoothly with high regioselectivity to afford diverse acylation products of aniline derivatives in moderate to good yields under mild conditions. This transformation exhibits broad substrate scope and highly functional group tolerance. In addition, the employed DG can be easily removed to give the corresponding 2-amino aromatic ketones. Importantly, several transformations of the synthesized ortho-acylated anilines into several synthetically valuable products have been demonstrated for their utilities.
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spelling pubmed-66414322019-08-27 Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group Li, Qi-Li Li, Zhong-Yuan Wang, Guan-Wu ACS Omega [Image: see text] An efficient palladium-catalyzed decarboxylative ortho-acylation of anilines with α-oxocarboxylic acids has been realized by using carbamate as a directing group (DG). The reaction proceeds smoothly with high regioselectivity to afford diverse acylation products of aniline derivatives in moderate to good yields under mild conditions. This transformation exhibits broad substrate scope and highly functional group tolerance. In addition, the employed DG can be easily removed to give the corresponding 2-amino aromatic ketones. Importantly, several transformations of the synthesized ortho-acylated anilines into several synthetically valuable products have been demonstrated for their utilities. American Chemical Society 2018-04-13 /pmc/articles/PMC6641432/ /pubmed/31458653 http://dx.doi.org/10.1021/acsomega.8b00441 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Li, Qi-Li
Li, Zhong-Yuan
Wang, Guan-Wu
Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title_full Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title_fullStr Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title_full_unstemmed Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title_short Palladium-Catalyzed Decarboxylative ortho-Acylation of Anilines with Carbamate as a Removable Directing Group
title_sort palladium-catalyzed decarboxylative ortho-acylation of anilines with carbamate as a removable directing group
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641432/
https://www.ncbi.nlm.nih.gov/pubmed/31458653
http://dx.doi.org/10.1021/acsomega.8b00441
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