Sulfonyl Group-Induced Remote C(sp3)-N Bond Construction through Hydrogen Atom Transfer.

This work demonstrates sulfonyl group-induced remote C(sp3)-N bond construction using a strategy of merging aryl radical-mediated halogen atom transfer and intramolecularly regioselective hydrogen atom transfer (HAT). A plethora of aliphatic sulfones, sulfonamides, and sulfonates are amenable and undergo regioselective C(sp3)-H amination by utilizing an iron salt at room temperature. This protocol involves iodine atom transfer, a HAT process enabled by an alkyl radical adjacent to a sulfonyl group, and amination mediated by an aryl diazonium salt.