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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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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. |
format | Online Article Text |
id | pubmed-6641432 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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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