title: Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulfonyl)anilines.
abstract: [reaction: see text]. The regioselective and enantiospecific rhodium-catalyzed allylic amination of secondary allylic carbonates 1 with N-(arylsulfonyl)anilines provides a convenient process for the construction of arylamines 2. This method, in conjunction with ring-closing metathesis and radical cyclization reactions, allows the direct construction of biologically relevant pharmacophores as exemplified by the construction of dihydroquinoline and dihydrobenzo[b]indoline derivatives.
authors.affiliation: Department of Chemistry, Indiana University, Bloomington, Indiana 47405, USA. paevans@indiana.edu
authors.forename: P A
authors.initials: PA
authors.lastname: Evans
authors.forename: J E
authors.initials: JE
authors.lastname: Robinson
authors.forename: K K
authors.initials: KK
authors.lastname: Moffett
mesh_terms: D000586:Amination; D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis; D011804:Quinolines / Q000138:chemical synthesis; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D000814:Aniline Compounds; D007211:Indoles; D011804:Quinolines; D013449:Sulfonamides; D012238:Rhodium