title: Divergent syntheses of 2-aminonicotinonitriles and pyrazolines by copper-catalyzed cyclization of oxime ester.
abstract: Copper-catalyzed cyclization of an oxime ester toward divergent heterocycle synthesis is reported. Oxime ester serves as an enamine precursor to cyclize with malononitrile and aldehydes for access to 2-aminonicotinonitriles in a one-pot reaction, while cyclizing with N-sulfonylimines leads to synthesis of pyrazolines.
authors.affiliation: Institute of Materia Medica and College of Pharmaceutical Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, P. R. China.
authors.forename: Qifan
authors.initials: Q
authors.lastname: Wu
authors.forename: Yan
authors.initials: Y
authors.lastname: Zhang
authors.forename: Sunliang
authors.initials: S
authors.lastname: Cui
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D004952:Esters; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004952:Esters; D007454:Iodides; D009539:Nicotinic Acids; D009570:Nitriles; D010091:Oximes; D011720:Pyrazoles; D003300:Copper; C073870:cuprous iodide