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Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones†
[Image: see text] An efficient Ni(ClO(4))(2)·6H(2)O-promoted amidoalkylation reaction for the synthesis of 3-substituted isoindolinones involving various γ-hydroxy lactams and nucleophiles has been successfully developed. The transformation proceeds with both carbon (ketones and arenes) and heteroat...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6868882/ https://www.ncbi.nlm.nih.gov/pubmed/31763566 http://dx.doi.org/10.1021/acsomega.9b02853 |
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author | Zhang, Shuo Shi, Xinhua Li, Jichao Hou, Zitong Song, Zihe Su, Xiaofeng Peng, Dan Wang, Feng Yu, Yitao Zhao, Guilong |
author_facet | Zhang, Shuo Shi, Xinhua Li, Jichao Hou, Zitong Song, Zihe Su, Xiaofeng Peng, Dan Wang, Feng Yu, Yitao Zhao, Guilong |
author_sort | Zhang, Shuo |
collection | PubMed |
description | [Image: see text] An efficient Ni(ClO(4))(2)·6H(2)O-promoted amidoalkylation reaction for the synthesis of 3-substituted isoindolinones involving various γ-hydroxy lactams and nucleophiles has been successfully developed. The transformation proceeds with both carbon (ketones and arenes) and heteroatom (alcohols, thiols, and amines) nucleophiles and in both intermolecular and intramolecular manners. The prominent features of the present strategy are wide substrate scope, excellent group tolerability, and moderate to good yields (up to 96% yield). The present strategy is also characterized by remarkable superiority over the current synthetic methods. Furthermore, the reaction could be scaled up to the multigram scale. |
format | Online Article Text |
id | pubmed-6868882 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-68688822019-11-22 Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones† Zhang, Shuo Shi, Xinhua Li, Jichao Hou, Zitong Song, Zihe Su, Xiaofeng Peng, Dan Wang, Feng Yu, Yitao Zhao, Guilong ACS Omega [Image: see text] An efficient Ni(ClO(4))(2)·6H(2)O-promoted amidoalkylation reaction for the synthesis of 3-substituted isoindolinones involving various γ-hydroxy lactams and nucleophiles has been successfully developed. The transformation proceeds with both carbon (ketones and arenes) and heteroatom (alcohols, thiols, and amines) nucleophiles and in both intermolecular and intramolecular manners. The prominent features of the present strategy are wide substrate scope, excellent group tolerability, and moderate to good yields (up to 96% yield). The present strategy is also characterized by remarkable superiority over the current synthetic methods. Furthermore, the reaction could be scaled up to the multigram scale. American Chemical Society 2019-11-05 /pmc/articles/PMC6868882/ /pubmed/31763566 http://dx.doi.org/10.1021/acsomega.9b02853 Text en Copyright © 2019 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 | Zhang, Shuo Shi, Xinhua Li, Jichao Hou, Zitong Song, Zihe Su, Xiaofeng Peng, Dan Wang, Feng Yu, Yitao Zhao, Guilong Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones† |
title | Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy
Lactams: An Access to 3-Substituted Isoindolinones† |
title_full | Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy
Lactams: An Access to 3-Substituted Isoindolinones† |
title_fullStr | Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy
Lactams: An Access to 3-Substituted Isoindolinones† |
title_full_unstemmed | Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy
Lactams: An Access to 3-Substituted Isoindolinones† |
title_short | Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy
Lactams: An Access to 3-Substituted Isoindolinones† |
title_sort | nickel-catalyzed amidoalkylation reaction of γ-hydroxy
lactams: an access to 3-substituted isoindolinones† |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6868882/ https://www.ncbi.nlm.nih.gov/pubmed/31763566 http://dx.doi.org/10.1021/acsomega.9b02853 |
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