Synthesis Of Benzothiazoles And Imidazoles Heterocyclic Compounds

The thesis is focused on the synthesis of heterocyclic compounds, including benzothiazoles and imidazoles. Benzothiazoles and imidazoles derivatives have unique physiological and biological activities and have a wide range of applications in medicine, pesticide and other fields, such as anti-HIV-1, anticancer, antimicrobial and plant virus. Therefore, the development of new method for their synthesis is significance. The contents of this thesis include:(1) Zn/Cu-catalyzed tandem reaction of TMTD with 2-haloanilines has been developed to construct a new C-S bond leading to a series of benzo[d]thiazol-2-amine derivatives. The catalytic system is simple, effective and high atom-economy.(2) A simple PdBr₂-catalyzed synthesis of 2-aminobenzothiazole was described by isothiocyanatobenzene self-coupling/intramolecular C-S bond formation/C-H bond activation cyclization reaction, generating the corresponding benzothiazole heterocyclic compounds in good yields.(3) CuI-catalyzed electrophilic cyclization reaction of 2-(phenylethynyl)benzaldehyde, benzenediamine and I₂ was presented for the synthesis of iodoisoquinoline-fused benzimidazoles.