title: One-Pot Two-Step Multicomponent Process of Indole and Other Nitrogenous Heterocycles or Amines toward α-Oxo-acetamidines.
abstract: A cesium carbonate promoted three-component reaction of N-H containing heterocycles, primary or secondary amines, arylglyoxaldehydes, and anilines is reported. The key step involves a tandem sequence of N-1 addition of a heterocycle or an amine to preformed α-iminoketones, followed by an air- or oxygen-mediated oxidation to form α-oxo-acetamidines. The scope of the reaction is enticingly broad, and this novel methodology is applied toward the synthesis of various polycyclic heterocycles.
authors.affiliation: Department of Pharmacology and Toxicology, College of Pharmacy, The University of Arizona , Biological Sciences West Room 351, 1041 East Lowell Street, Tucson, Arizona 85721, United States.
authors.forename: Guillermo
authors.initials: G
authors.lastname: Martinez-Ariza
authors.affiliation: Department of Pharmacology and Toxicology, College of Pharmacy, The University of Arizona , Biological Sciences West Room 351, 1041 East Lowell Street, Tucson, Arizona 85721, United States.
authors.forename: Nicholas
authors.initials: N
authors.lastname: McConnell
authors.affiliation: Department of Pharmacology and Toxicology, College of Pharmacy, The University of Arizona , Biological Sciences West Room 351, 1041 East Lowell Street, Tucson, Arizona 85721, United States.|Department of Chemistry and Biochemistry, The University of Arizona , Tucson, Arizona 85721, United States.
authors.forename: Christopher
authors.initials: C
authors.lastname: Hulme
mesh_terms: D000578:Amidines / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D002586:Cesium / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000578:Amidines; D000588:Amines; D002254:Carbonates; D006571:Heterocyclic Compounds; D007211:Indoles; D002586:Cesium; D009584:Nitrogen; C545311:cesium carbonate; C023731:acetamidine