title: Regiospecific β-lactam ring-opening/recyclization reactions of N-aryl-3-spirocyclic-β-lactams catalyzed by a Lewis-Brønsted acids combined superacid catalyst system: a new entry to 3-spirocyclicquinolin-4(1H)-ones.
abstract: The regiospecific β-lactam ring-opening/recyclization reaction of N-aryl-3-spirocyclic-β-lactams, made by the one-pot cyclization reaction of acetoacetanilides, has been achieved for the first time using a Lewis-Brønsted acids combined superacid catalyst system, thus providing an efficient entry to 3-spirocyclicquinolin-4(1H)-ones. A mechanism involving superacid-catalysis was proposed.
authors: Department of Chemistry, Northeast Normal University, Changchun, 130024, China.
authors: Yinqiao
authors: Y
authors: Hu
authors: Xiaolan
authors: X
authors: Fu
authors: Badru-Deen
authors: BD
authors: Barry
authors: Xihe
authors: X
authors: Bi
authors: Dewen
authors: D
authors: Dong
mesh_terms: D000083:Acetanilides / Q000737:chemistry*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D003500:Cyclization; D058116:Lewis Acids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015363:Quinolones / Q000032:analysis / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000032:analysis / Q000138:chemical synthesis*; D013237:Stereoisomerism; D047090:beta-Lactams / Q000737:chemistry*
chemical_list: D000083:Acetanilides; D058116:Lewis Acids; D015363:Quinolones; D013141:Spiro Compounds; D047090:beta-Lactams; C056965:acetoacetanilide