title: Copper-catalyzed domino synthesis of nitrogen heterocycle-fused benzoimidazole and 1,2,4-benzothiadiazine 1,1-dioxide derivatives.
abstract: A convenient copper-catalyzed domino method for the synthesis of nitrogen heterocycle-fused benzoimidazole and 1,2,4-benzothiadiazine 1,1-dioxides has been developed using readily available 2-bromo-N-phenylbenzenesulfonamides and benzimidazole derivatives as the starting materials. The domino process comprises an Ullmann-type N-arylation and intramolecular C-H amination. The inexpensive and efficient copper-catalyzed method should provide a new and useful strategy for for constructing novel, biologically interesting heterocycles containing benzoimidazole and 1,2,4-benzothiadiazine 1,1-dioxide motifs.
authors.affiliation: The Key Laboratory of Life-Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University , Qufu 273165, Shandong China.
authors.forename: Daoshan
authors.initials: D
authors.lastname: Yang
authors.forename: Baojuan
authors.initials: B
authors.lastname: An
authors.forename: Wei
authors.initials: W
authors.lastname: Wei
authors.forename: Laijin
authors.initials: L
authors.lastname: Tian
authors.forename: Ben
authors.initials: B
authors.lastname: Huang
authors.forename: Hua
authors.initials: H
authors.lastname: Wang
mesh_terms: D001581:Benzothiadiazines / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003499:Cyclic S-Oxides / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*
chemical_list: D001581:Benzothiadiazines; D003499:Cyclic S-Oxides; D006571:Heterocyclic Compounds; D003300:Copper; D009584:Nitrogen
keywords: 1,2,4-benzothiadiazine 1,1-dioxide; N-heterocycle; benzimidazole; copper-catalyzed; domino reaction