28381-92-2Relevant articles and documents
Rhodium(III)-catalyzed [4?+?2] annulation of N-arylbenzamidines with 1,4,2-dioxazol-5-ones: Easy access to 4-aminoquinazolines via highly selective C[sbnd]H bond activation
Ren, Jie,Huang, Yanzhen,Pi, Chao,Cui, Xiuling,Wu, Yangjie
, p. 2592 - 2596 (2021/03/09)
A novel approach for the synthesis of 4-aminoquinazolines has been developed via rhodium(III)-catalyzed [4 + 2] annulation of N-arylbenzamidines with 1,4,2-dioxazol-5-ones. This reaction features excellent regioselectivity, broad substrate scope and high step economy, which would provide the reference for the construction of the fused 4-aminoquinazolines with biologically and pharmacologically active compounds.
Design, synthesis and antifungal activity evaluation of isocryptolepine derivatives
Li, Jun-cai,Wang, Ren-xuan,Sun, Yu,Zhu, Jia-kai,Hu, Guan-fang,Wang, Yu-ling,Zhou, Rui,Zhao, Zhong-min,Liu, Ying-qian,Peng, Jing-wen,Yan, Yin-fang,Shang, Xiao-fei
supporting information, (2019/09/30)
In this paper, the nitrogen atom was inserted into the anthracycline system of the isocryptolepine nucleus to obtain the “Aza”-type structure benzo[4,5]imidazo[1,2-c] quinazoline. A series of “Aza”-type derivatives were designed, synthesized and evaluated for their antifungal activity against six plant fungi in vitro. Among all derivatives, compounds A-0, B-1 and B-2 showed significant antifungal activity against B. cinerea with the EC50 values of 2.72 μg/mL, 5.90 μg/mL and 4.00 μg/mL, respectively. Compound A-2 had the highest activity against M. oryzae with the EC50 values of 8.81 μg/mL, and compound A-1 demonstrated the most control efficacy against R. solani (EC50, 6.27 μg/mL). Moreover, compound A-0 was selected to investigate the in vivo tests against B. cinerea and the results indicated that the preventative efficacy of it up to 72.80% at 100 μg/mL. Preliminary mechanism studies revealed that after treatment with A-0 at 5 μg/mL, the B. cinerea mycelia appeared curved, collapsed and the cell membrane integrity may be damaged. The reactive oxygen species production, mitochondrial membrane potential and nuclear morphometry of mycelia have been changed, and the membrane function and cell proliferation of mycelia were destroyed. Compounds A-0, A-1, B-1 and B-2 presented weaker toxicities against two cells lines than isocryptolepine. This study lays the foundation for the future development of isocryptolepine derivatives as environmentally friendly and safe agricultural fungicides.
Synthetic method of benzimidazole [1,2-c] quinazolines compound
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Paragraph 0042; 0043; 0044, (2018/10/19)
The invention belongs to the technical field of synthesis of compounds, and particularly relates to a synthetic method of a benzimidazole [1,2-c] quinazolines compound. The synthetic method of the benzimidazole [1,2-c] quinazolines compound comprises the following steps: under the condition of alkalinity, assisting in copper to catalyzing 2-(2-halo phenyl) benzimidazole and primary amine at firstby using ultraviolet light to carry out Uhlmann coupling reaction; and then carrying out oxidized ring closure and oxidized dehydrogenation by using oxygen as an oxidizing agent to form the benzimidazole [1,2-c] quinazolines compound. The method is carried out at a room temperature, wherein the molar ratio of 2-(2-halo phenyl) benzimidazole, alkali and amine is 1: 3: (1-3), and the use amount of acopper catalyst is 20 mmol%. Iodobenzene with high activity is used in photocatalyzed Uhlmann N-arylation of aryl halide in the prior art, moreover, reports for carbon-hydrogen bond ammonium oxide are finished under the condition of heating, and furthermore, benzylamines are used. Photocatalyzed Uhlmann N-arylation of aryl chloride and aryl fluoride is broken through; and moreover, carbon-hydrogen bond oxidation and amination reaction of photocatalyzed non-benzylamine aliphatic amines are also broken through.
