Formal C-H/C-I Metathesis: Site-Selective C-H Iodination of Anilines Using Aryl Iodides.

Org Lett

Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.

Published: May 2022

Functional group metathesis has the potential to render mild reaction conditions for C-H functionalization. Protocols for the - and -C-H iodination of aniline derivatives via formal C(sp)-H/C(sp)-I metathesis using 2-nitrophenyl iodides as mild iodinating reagents are reported herein. These protocols led to the production of a range of valuable iodinated aniline derivatives. These results demonstrate the potential of developing novel site-selective C-H activation reactions with electron-rich compounds, since mild reagents can often been utilized in functional group metathesis reactions.

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http://dx.doi.org/10.1021/acs.orglett.2c01283DOI Listing

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