The direct and selective functionalization of inert C-H bonds 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 1,5-HAT. Our process enables site-selective iodination of unreactive C(sp)-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.
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