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 inAdvanced synthesis & catalysis Vol. 364; no. 18; pp. 3302 - 3309
Main Authors Chen, Shao‐Yong, Zheng, Yi‐Chuan, Liu, Xu‐Ge, Song, Jia‐Lin, Shu, Bing, Zheng, Tao, Xiao, Lin, Zhang, Shang‐Shi, Cao, Hua
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 20.09.2022
Wiley Subscription Services, Inc
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ISSN1615-4150
1615-4169
DOI10.1002/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.
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
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Issue 18
Keywords FUNCTIONALIZATION
ACTIVATION
C-H activation
CINNOLINES
Indazolones
Rh(III)-Catalyzed
RECEPTOR
DERIVATIVES
Amidation
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SSID ssj0017877
Score 2.415344
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
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fadsc.202200570
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