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

doi:10.1016/S1872-2067(20)63587-2

Abstract

Abstract: 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.

Key words: Aryl amines, Rh(III) catalysis, Oxidative C-H imidation, Hypervalent iodine regent, Umpolung

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.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(20)63587-2

https://www.cjcatal.com/EN/Y2020/V41/I11/1723

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