title: Formal [4+2] annulation of enaminones and cyanomethyl sulfur ylide: one-pot access to polysubstituted pyridin-2(1H)-ones.
abstract: A facile and efficient one-pot synthesis of polysubstituted pyridin-2(1H)-ones from readily available enaminones and the cyanomethyl sulfonium bromide salt in the presence of cesium carbonate is developed, and a mechanism involving sequential nucleophilic vinylic substitution (S(N)V), intramolecular nucleophilic cyclization and dealkylation reactions is proposed.
authors.affiliation: Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China. dwdong@ciac.ac.cn ariel@ciac.ac.cn.
authors.forename: Qian
authors.initials: Q
authors.lastname: Zhang
authors.forename: Xu
authors.initials: X
authors.lastname: Liu
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Xin
authors.forename: Rui
authors.initials: R
authors.lastname: Zhang
authors.forename: Yongjiu
authors.initials: Y
authors.lastname: Liang
authors.forename: Dewen
authors.initials: D
authors.lastname: Dong
mesh_terms: D000577:Amides / Q000737:chemistry; D001965:Bromides / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry; D002586:Cesium / Q000737:chemistry; D003500:Cyclization; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D011728:Pyridones / Q000138:chemical synthesis*
chemical_list: D000577:Amides; D001965:Bromides; D002254:Carbonates; D011728:Pyridones; D002586:Cesium; C545311:cesium carbonate; D004121:Dimethyl Sulfoxide