title: Copper-catalyzed intermolecular aminoazidation of alkenes.
abstract: Copper-catalyzed intermolecular aminoazidation of alkenes is described. This novel methodology provides an efficient approach to vicinal amino azides which can easily be transformed into other valuable amine derivatives. The commercially available N-fluorobenzenesulfonimide (NFSI) is used as a nitrogen-radical precursor and TMSN3 as the N3 source. Yields are moderate to excellent, and for internal alkenes aminoazidation occurs with excellent diastereoselectivity.
authors.affiliation: Institute of Organic Chemistry, Westfälische Wilhems-University , Corrensstraße 40, 48149 Münster, Germany.
authors.forename: Bo
authors.initials: B
authors.lastname: Zhang
authors.forename: Armido
authors.initials: A
authors.lastname: Studer
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry; D000096926:Benzenesulfonamides
chemical_list: D000475:Alkenes; D000588:Amines; D001386:Azides; D003300:Copper; D012821:Silanes; D013449:Sulfonamides; C438544:azidotrimethylsilane; C523711:N-fluorobenzenesulfonimide; D000096926:Benzenesulfonamides