title: Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines.
abstract: A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp(2))-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved.
authors.affiliation: State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, China.
authors.forename: Jinbo
authors.initials: J
authors.lastname: Huang
authors.forename: Yimiao
authors.initials: Y
authors.lastname: He
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhu
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000578:Amidines / Q000737:chemistry*; D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D007462:Iodobenzenes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013696:Temperature
chemical_list: D000085:Acetates; D000578:Amidines; D001562:Benzimidazoles; D007462:Iodobenzenes; C008857:phenyliodosodiacetate; D010165:Palladium; D002244:Carbon; D003300:Copper; D006859:Hydrogen