title: Organocatalyzed oxidative N-annulation for diverse and polyfunctionalized pyridines.
abstract: This paper describes a novel strategy for the synthesis of 2,3,4-trisubstituted pyridines via organocatalyzed three-component reactions. A variety of pyridine derivatives are synthesized from readily available ketones with α,β-unsaturated aldehydes and ammonium acetate under a mild organocatalyst. This protocol leads to rapid N-annulation through C-C and C-N bond formation in a single operation, thereby avoiding the preparation of essential functional groups, such as oximes, imines, or azides. The synthesized compounds are used for the evaluation of antibacterial activities and as fluorescence sensors for Cu(2+) ions.
authors.affiliation: School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea. yrlee@yu.ac.kr.
authors.forename: Hari Datta
authors.initials: HD
authors.lastname: Khanal
authors.forename: Yong Rok
authors.initials: YR
authors.lastname: Lee
mesh_terms: D000085:Acetates / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D002384:Catalysis; D003300:Copper / Q000032:analysis / Q000737:chemistry; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D005453:Fluorescence; D007659:Ketones / Q000737:chemistry; D010084:Oxidation-Reduction; D011725:Pyridines / Q000737:chemistry* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development
chemical_list: D000085:Acetates; D000447:Aldehydes; D000900:Anti-Bacterial Agents; D007659:Ketones; D011725:Pyridines; D003300:Copper; C018824:ammonium acetate