title: Site-selective aliphatic C-H bromination using N-bromoamides and visible light.
abstract: Transformations that selectively functionalize aliphatic C-H bonds hold significant promise to streamline complex molecule synthesis. Despite the potential for site-selective C-H functionalization, few intermolecular processes of preparative value exist. Herein, we report an approach to unactivated, aliphatic C-H bromination using readily available N-bromoamide reagents and visible light. These halogenations proceed in useful chemical yields, with substrate as the limiting reagent. The site selectivities of these radical-mediated C-H functionalizations are comparable (or superior) to the most selective intermolecular C-H functionalizations known. With the broad utility of alkyl bromides as synthetic intermediates, this convenient approach will find general use in chemical synthesis.
authors.affiliation: Department of Chemistry, The University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599, United States.
authors.forename: Valerie A
authors.initials: VA
authors.lastname: Schmidt
authors.forename: Ryan K
authors.initials: RK
authors.lastname: Quinn
authors.forename: Andrew T
authors.initials: AT
authors.lastname: Brusoe
authors.forename: Erik J
authors.initials: EJ
authors.lastname: Alexanian