Site-selective iodine atom transfer in fluorinated alkyl iodides via 1,5-hydrogen atom transfer

Abstract

The direct and selective functionalization of inert C-H bonds via intramolecular hydrogen atom transfer (HAT) is an increasingly powerful tool in organic synthesis. Herein, we designed an efficient and facile iodine atom transfer in fluorinated alkyl iodides via 1,5-HAT. Our process enables site-selective iodination of unreactive C(sp3)-H bonds to afford di- and tri-fluorinated alkyl iodides in good yields. Furthermore, our process shows excellent atom economy and high functional group tolerance, including methyl, methoxy, chloro, cyano, and silyl moieties.