title: Approach to vicinal t-Boc-amino dibromides via catalytic aminobromination of nitrostyrenes without using chromatography and recrystallization.
abstract: A 1.0 mol % amount of K(3)PO(4)·3H(2)O was found to catalyze aminohalogenation reaction of nitrostyrenes with N,N-dibromo-tert-butylcarbamate (t-Boc-NBr(2)) in a dichloroethane system. Good to excellent yields and complete regioselectivity have been achieved by taking advantage of the GAP workup without using traditional purification techniques such as column chromatography and recrystallization. Anew mechanism is proposed involving radical and ionic catalytic cycles and an intramolecular migration.
authors: School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China.
authors: Hao
authors: H
authors: Sun
authors: Jianlin
authors: J
authors: Han
authors: Padmanabha V
authors: PV
authors: Kattamuri
authors: Yi
authors: Y
authors: Pan
authors: Guigen
authors: G
authors: Li
mesh_terms: D002384:Catalysis; D005559:Formamides / Q000138:chemical synthesis* / Q000737:chemistry; D054879:Halogenation; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013343:Styrenes / Q000737:chemistry*
chemical_list: C582648:1-(tert-butoxyformamido)-2,2-dibromo-1-phenyl-2-nitroethane; D005559:Formamides; D009574:Nitro Compounds; D013343:Styrenes