title: Copper-Catalyzed Bromination of C(sp3)-H Bonds Distal to Functional Groups.
abstract: Selective bromination of γ-methylene C(sp3)-H bonds of aliphatic amides and δ-methylene C(sp3)-H bonds of nosyl-protected alkyl amines are developed using NBS as the brominating reagent and catalytic amount of CuII/phenanthroline complexes as the catalyst. Aryl and benzylic C-H bonds at other locations remain intact during this directed radical abstraction reaction.
authors.affiliation: Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Tao
authors.initials: T
authors.lastname: Liu
authors.affiliation: Department of Discovery Chemistry, Bristol-Myers Squibb, P.O. Box 5400, Princeton, NJ, 08543-5400, USA.
authors.forename: Michael C
authors.initials: MC
authors.lastname: Myers
authors.affiliation: Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Jin-Quan
authors.identifier: 0000-0003-3560-5774
authors.initials: JQ
authors.lastname: Yu
keywords: C−H functionalization; bromination; copper; radical H-abstraction; synthetic methods