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铑（III）催化下由马来酰亚胺衍生的琥珀酰亚胺连接的吲唑-3-醇的合成

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

作者信息

Kang Ju Young, Kim Suho, Moon Junghyea, Chung Eunjae, Kim Jaeyoung, Kyung So Young, Kim Hyung Sik, Mishra Neeraj Kumar, Kim In Su

机构信息

School of Pharmacy, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Jangan-gu, Suwon, Gyeonggi 16419, Republic of Korea.

出版信息

ACS Omega. 2022 Apr 21;7(17):14712-14722. doi: 10.1021/acsomega.1c07363. eCollection 2022 May 3.

DOI:10.1021/acsomega.1c07363
PMID:35557672
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9088931/
Abstract

The structural modification of -aryl indazolols as tautomers of -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 -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.

摘要

作为芳基吲唑酮互变异构体的芳基吲唑醇的结构修饰已成为pharmaceutics和药物化学领域的一个热门话题。我们在此公开了铑(III)催化的马来酰亚胺与芳基吲唑-3-醇的1,4-加成反应，该反应以完全的区域选择性和良好的官能团耐受性提供了带有琥珀酰亚胺的吲唑-3-醇支架。值得注意的是，通过使用与药物分子相连和与荧光探针相连的马来酰亚胺证明了该方案的通用性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cec5/9088931/9755708f9408/ao1c07363_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cec5/9088931/5fa40b12e1cb/ao1c07363_0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cec5/9088931/4d1e843e3e58/ao1c07363_0003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cec5/9088931/9755708f9408/ao1c07363_0007.jpg

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