Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis

[Image: see text] The structural modification of N-aryl indazolols as tautomers of N-aryl indazolones has been established as a hot topic in pharmaceutics and medicinal chemistry. We herein disclose the rhodium(III)-catalyzed 1,4-addition reaction of maleimides with N-aryl indazol-3-ols, which provi...

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Autores principales: Kang, Ju Young, Kim, Suho, Moon, Junghyea, Chung, Eunjae, Kim, Jaeyoung, Kyung, So Young, Kim, Hyung Sik, Mishra, Neeraj Kumar, Kim, In Su
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9088931/
https://www.ncbi.nlm.nih.gov/pubmed/35557672
http://dx.doi.org/10.1021/acsomega.1c07363
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author Kang, Ju Young
Kim, Suho
Moon, Junghyea
Chung, Eunjae
Kim, Jaeyoung
Kyung, So Young
Kim, Hyung Sik
Mishra, Neeraj Kumar
Kim, In Su
author_facet Kang, Ju Young
Kim, Suho
Moon, Junghyea
Chung, Eunjae
Kim, Jaeyoung
Kyung, So Young
Kim, Hyung Sik
Mishra, Neeraj Kumar
Kim, In Su
author_sort Kang, Ju Young
collection PubMed
description [Image: see text] The structural modification of N-aryl indazolols as tautomers of N-aryl indazolones has been established as a hot topic in pharmaceutics and medicinal chemistry. We herein disclose the rhodium(III)-catalyzed 1,4-addition reaction of maleimides with N-aryl indazol-3-ols, which provides the succinimide-bearing indazol-3-ol scaffolds with complete regioselectivity and a good functional group tolerance. Notably, the versatility of this protocol is demonstrated by the use of drug-molecule-linked and fluorescence-probe-linked maleimides.
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spelling pubmed-90889312022-05-11 Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis Kang, Ju Young Kim, Suho Moon, Junghyea Chung, Eunjae Kim, Jaeyoung Kyung, So Young Kim, Hyung Sik Mishra, Neeraj Kumar Kim, In Su ACS Omega [Image: see text] The structural modification of N-aryl indazolols as tautomers of N-aryl indazolones has been established as a hot topic in pharmaceutics and medicinal chemistry. We herein disclose the rhodium(III)-catalyzed 1,4-addition reaction of maleimides with N-aryl indazol-3-ols, which provides the succinimide-bearing indazol-3-ol scaffolds with complete regioselectivity and a good functional group tolerance. Notably, the versatility of this protocol is demonstrated by the use of drug-molecule-linked and fluorescence-probe-linked maleimides. American Chemical Society 2022-04-21 /pmc/articles/PMC9088931/ /pubmed/35557672 http://dx.doi.org/10.1021/acsomega.1c07363 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Kang, Ju Young
Kim, Suho
Moon, Junghyea
Chung, Eunjae
Kim, Jaeyoung
Kyung, So Young
Kim, Hyung Sik
Mishra, Neeraj Kumar
Kim, In Su
Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title_full Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title_fullStr Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title_full_unstemmed Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title_short Synthesis of Succinimide-Linked Indazol-3-ols Derived from Maleimides under Rh(III) Catalysis
title_sort synthesis of succinimide-linked indazol-3-ols derived from maleimides under rh(iii) catalysis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9088931/
https://www.ncbi.nlm.nih.gov/pubmed/35557672
http://dx.doi.org/10.1021/acsomega.1c07363
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