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

Functional group metathesis has the potential to render mild reaction conditions for C-H functionalization. Protocols for the meta- and ortho-C-H iodination of aniline derivatives via formal C(sp2)-H/C(sp2)-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.