Title:Biomimetic Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiadazole via the Group Transfer of Tetrahydrofolate Models
Volume: 11
Issue: 6
Author(s): Xueshan Wen, Jianxin Chen, Yanqin Zhao, Xingmao Chang, Jiachun Ma and Wenjun Zheng
Affiliation:
Keywords:
Benzimidazole, benzoxazole, benzothiadazole, biomimetic synthesis, imidazolinium iodide, transfer reaction, tetrahydrofolate model.
Abstract: 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.
