Citation: Guangfan Zheng, Jiaqiong Sun, Youwei Xu, Xukai Zhou, Hui Gao, Xingwei Li. Rhodium(III)-catalyzed chelation-assisted C-H imidation of arenes via umpolung of the imidating reagent[J]. Chinese Journal of Catalysis, ;2020, 41(11): 1723-1733. doi: 10.1016/S1872-2067(20)63587-2 shu

Rhodium(III)-catalyzed chelation-assisted C-H imidation of arenes via umpolung of the imidating reagent

Guangfan Zheng ^a,c, ,
Jiaqiong Sun ^a ,
Youwei Xu ^c ,
Xukai Zhou ^a ,
Hui Gao ^b ,
Xingwei Li ^a,c

a Key Laboratory of Applied Surface and Colloid Chemistry of MOE&School of Chemistry and Chemical Engineering Shaanxi Normal University(SNNU), Xi'an 710062, Shaanxi, China;
b Key Laboratory of Molecular Target and Clinical Pharmacology, School of Pharmaceutical Sciences&Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, Guangdong, China;
c Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China

Received Date: 27 February 2020
Revised Date: 30 March 2020

Fund Project: We acknowledge financial support from NSFC (21525208), China Postdoctoral Science Foundation (2019TQ0192, 2019M653531, 2019M663613), and Fundamental Research Funds for the Central Universities (GK201903028) and SNNU.

Rh(III)-catalyzed, chelation-assisted oxidative C-H imidation of arenes with N-H imide have been realized using PhI(OAc)₂ as an oxidant. This transformation exhibits a broad substrate scope and tolerates various functional groups. The reaction proceeded via in situ generation of an iodine(III) imido. DFT calculations suggest that this oxidative imidaton system proceeds via a Rh(III)-Rh(V)-Rh(III) pathway.
- Aryl amines,
- Rh(III) catalysis,
- Oxidative C-H imidation,
- Hypervalent iodine regent,
- Umpolung
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