Xueshan Wen, Jianxin Chen, Yanqin Zhao, Xingmao Chang, Jiachun Ma and Wenjun Zheng Pages 911 - 915 ( 5 )
By an efficient biomimetic synthetic method, several novel 2-substituted benzimidazoles, benzoxazoles, and benzothiadazole were readily prepared in good yields under mild conditions with 2-substituted imidazolinium iodides as the tetrahydrofolate model compounds at the oxidation level of formate. The reaction is probably involved in a nucleophilic addition to the C=N bond at the imidazolinium ring, followed a 1,3-H migration at an imidazolidine intermediate and a salt elimination.
Benzimidazole, benzoxazole, benzothiadazole, biomimetic synthesis, imidazolinium iodide, transfer reaction, tetrahydrofolate model.
College of Chemistry and Materials Science, Shanxi Normal University, Lin fen 041004, China.