title: Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.
abstract: A general method for the synthesis of 2,3-disubstituted indoles is described. The key feature of this method is the amination of aromatic C-H bonds via FeCl(2)-catalyzed ring opening of 2H-azirines. The method tolerates a variety of functional groups such as Br, F, NO(2), OMe, CF(3), OTBS, alkenes, and OPiv. The method can also be extended to synthesize azaindoles.
authors.affiliation: Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA.
authors.forename: Samaresh
authors.initials: S
authors.lastname: Jana
authors.forename: Mack D
authors.initials: MD
authors.lastname: Clements
authors.forename: Barry K
authors.initials: BK
authors.lastname: Sharp
authors.forename: Nan
authors.initials: N
authors.lastname: Zheng
mesh_terms: D000586:Amination; D001389:Azirines / Q000737:chemistry*; D002384:Catalysis; D005296:Ferrous Compounds / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001389:Azirines; D005296:Ferrous Compounds; D007211:Indoles; C029451:ferrous chloride