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Synthesis of Benzothiazoles and Imidazoles Heterocyclic Compounds

Author: OuYangHuangChe
Tutor: ZhongPing；LiJinHeng
School: Wenzhou University
Course: Organic Chemistry
Keywords: copper palladium electrophilic cyclization benzothiazole imidazole isoquinoline
CLC: O621.25
Type: Master's thesis
Year: 2011
Downloads: 162
Quote: 0
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Abstract


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.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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