title: Cobalt-catalyzed oxidative isocyanide insertion to amine-based bisnucleophiles: diverse synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles.
abstract: Cobalt catalysis: Synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzothiazoles, and 2-aminobenzoxazoles was achieved by using cobalt(II) acetate catalyzed isocyanide insertion to o-diaminobenzene, 2-aminobenzenethiol, and 2-aminophenol derivatives in 1,4-dioxane (see scheme). It was found that the reaction proceeded efficiently to give the desired products in up to 95 % isolated yields by C-N and C-S (O, N) formation in a single step.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, PR China.
authors.forename: Tong-Hao
authors.initials: TH
authors.lastname: Zhu
authors.forename: Shun-Yi
authors.initials: SY
authors.lastname: Wang
authors.forename: Gao-Nan
authors.initials: GN
authors.lastname: Wang
authors.forename: Shun-Jun
authors.initials: SJ
authors.lastname: Ji
mesh_terms: D000588:Amines / Q000737:chemistry*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D003486:Cyanides / Q000737:chemistry*; D004146:Dioxanes / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000588:Amines; D001562:Benzimidazoles; D052160:Benzothiazoles; D001583:Benzoxazoles; D003486:Cyanides; D004146:Dioxanes; D006571:Heterocyclic Compounds; C523775:aminobenzothiazole compound; D003035:Cobalt; C027391:2-aminobenzimidazole