苯并噻唑及苯并咪唑异喹啉的化合物合成方法研究
摘要
本论文主要工作是对苯并噻唑以及咪唑类杂环化合物新的合成方法的研究。苯并噻唑类及咪唑类杂环化合物具有独特的生物活性,在农药、医药等领域有着广泛的应用,例如用于抗HIV病毒、抗癌、抗菌以及植物病毒等。因此,探索和研究它们的合成路线及方法具有重要的意义。本论
文主要内容如下:
(1)研究了锌/铜共催化的邻卤苯胺与二硫化秋多姆的串联反应,通过构建新的碳-硫键合成了一系列2-氨基苯并噻唑衍生物。该反应简单、高效并且原子经济性高。
(2)研究了溴化钯催化的芳基异硫腈酸酯的自偶联/碳氢键活化/环化反应合成苯并噻唑衍生物的方法。该反应条件简单、产率高。
(3)研究碘化亚铜催化2-苯基乙炔基苯甲醛与邻苯二胺和碘的亲电环化反应合成碘代苯并咪唑异喹啉的方法。
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 PdBr_2-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 I_2 was presented for the synthesis of iodoisoquinoline-fused benzimidazoles.
文主要内容如下:
(1)研究了锌/铜共催化的邻卤苯胺与二硫化秋多姆的串联反应,通过构建新的碳-硫键合成了一系列2-氨基苯并噻唑衍生物。该反应简单、高效并且原子经济性高。
(2)研究了溴化钯催化的芳基异硫腈酸酯的自偶联/碳氢键活化/环化反应合成苯并噻唑衍生物的方法。该反应条件简单、产率高。
(3)研究碘化亚铜催化2-苯基乙炔基苯甲醛与邻苯二胺和碘的亲电环化反应合成碘代苯并咪唑异喹啉的方法。
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 PdBr_2-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 I_2 was presented for the synthesis of iodoisoquinoline-fused benzimidazoles.
引文
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