Indazolones Directed Rh(III)‐Catalyzed C−H Amidation of Arenes
The Cp*Rh(III)‐catalyzed indazolone‐directed C−H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What’ more, the late‐stage modifi...
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Published in | Advanced synthesis & catalysis Vol. 364; no. 18; pp. 3302 - 3309 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
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WEINHEIM
Wiley
20.09.2022
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ISSN | 1615-4150 1615-4169 |
DOI | 10.1002/adsc.202200570 |
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Abstract | The Cp*Rh(III)‐catalyzed indazolone‐directed C−H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What’ more, the late‐stage modifications of structure complicated drugs, such as Gemfibrozil, Oxaprozin, Probenecid and Naproxen, has been demonstrated. Furthermore, preliminary mechanistic investigation and an exploratory reaction mechanism were also proposed. |
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AbstractList | The Cp*Rh(III)‐catalyzed indazolone‐directed C−H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What’ more, the late‐stage modifications of structure complicated drugs, such as Gemfibrozil, Oxaprozin, Probenecid and Naproxen, has been demonstrated. Furthermore, preliminary mechanistic investigation and an exploratory reaction mechanism were also proposed. The Cp*Rh(III)-catalyzed indazolone-directed C-H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What' more, the late-stage modifications of structure complicated drugs, such as Gemfibrozil, Oxaprozin, Probenecid and Naproxen, has been demonstrated. Furthermore, preliminary mechanistic investigation and an exploratory reaction mechanism were also proposed. The Cp*Rh(III)‐catalyzed indazolone‐directed C−H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen source. This protocol displays mild conditions, broad substrate scope and high functional group compatibility. What’ more, the late‐stage modifications of structure complicated drugs, such as Gemfibrozil, Oxaprozin, Probenecid and Naproxen, has been demonstrated. Furthermore, preliminary mechanistic investigation and an exploratory reaction mechanism were also proposed. magnified image |
Author | Zhang, Shang‐Shi Song, Jia‐Lin Chen, Shao‐Yong Zheng, Tao Xiao, Lin Liu, Xu‐Ge Zheng, Yi‐Chuan Shu, Bing Cao, Hua |
Author_xml | – sequence: 1 givenname: Shao‐Yong surname: Chen fullname: Chen, Shao‐Yong organization: Guangdong Pharmaceutical University – sequence: 2 givenname: Yi‐Chuan surname: Zheng fullname: Zheng, Yi‐Chuan organization: Guangdong Pharmaceutical University – sequence: 3 givenname: Xu‐Ge surname: Liu fullname: Liu, Xu‐Ge email: liuxg7@henu.edu.cn organization: Henan University – sequence: 4 givenname: Jia‐Lin surname: Song fullname: Song, Jia‐Lin organization: Guangdong Pharmaceutical University – sequence: 5 givenname: Bing surname: Shu fullname: Shu, Bing organization: Guangdong Pharmaceutical University – sequence: 6 givenname: Tao surname: Zheng fullname: Zheng, Tao organization: Guangdong Pharmaceutical University – sequence: 7 givenname: Lin surname: Xiao fullname: Xiao, Lin organization: Guangdong Pharmaceutical University – sequence: 8 givenname: Shang‐Shi orcidid: 0000-0002-9247-1373 surname: Zhang fullname: Zhang, Shang‐Shi email: zhangshangshi@gdpu.edu.cn organization: Guangdong Pharmaceutical University – sequence: 9 givenname: Hua surname: Cao fullname: Cao, Hua email: caohua@gdpu.edu.cn organization: Guangdong Pharmaceutical University |
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Keywords | FUNCTIONALIZATION ACTIVATION C-H activation CINNOLINES Indazolones Rh(III)-Catalyzed RECEPTOR DERIVATIVES Amidation |
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Snippet | The Cp*Rh(III)‐catalyzed indazolone‐directed C−H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen... The Cp*Rh(III)-catalyzed indazolone-directed C-H bond amidation of arenes has been realized by employing sulfonyl azide agents and dioxazolones as nitrogen... |
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SubjectTerms | Amidation Aromatic compounds Chemistry Chemistry, Applied Chemistry, Organic C−H activation Functional groups Hydrogen bonds Indazolones Naproxen Physical Sciences Reaction mechanisms Rh(III)-Catalyzed Science & Technology Substrates |
Title | Indazolones Directed Rh(III)‐Catalyzed C−H Amidation of Arenes |
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