碘催化多组分合成高荧光嘧啶连接的咪唑并吡啶
Iodine-Catalyzed Multicomponent Synthesis of Highly Fluorescent Pyrimidine-Linked Imidazopyridines.
作者信息
Acharya Swadhin Swaraj, Bhaumick Prabhas, Kumar Rohit, Choudhury Lokman H
机构信息
Department of Chemistry, Indian Institute of Technology Patna, Patna 801106, India.
出版信息
ACS Omega. 2022 May 25;7(22):18660-18670. doi: 10.1021/acsomega.2c01332. eCollection 2022 Jun 7.
Herein, we report a metal-free one-pot three-component reaction of aryl methyl ketones, 2-aminopyridines, and barbituric acids for the synthesis of pyrimidine-linked imidazopyridines using a catalytic amount of molecular iodine in DMSO medium. This process involves a one-pot C-H oxidation, followed by the formation of one C-C and two C-N bonds. A wide variety of aryl methyl ketones and 2-aminopyridines were found to be suitable for this methodology. The UV and fluorescence properties of the synthesized products were studied in water and DMSO media. Most of the synthesized products exhibited very good to excellent fluorescence quantum yield. Among all the products, compounds and showed the maximum fluorescence quantum yield (0.36) in water medium under basic conditions and compound showed the maximum fluorescence quantum yield (0.75) in DMSO medium.
在此，我们报道了在二甲基亚砜（DMSO）介质中，使用催化量的分子碘，芳基甲基酮、2-氨基吡啶和巴比妥酸的无金属一锅三组分反应，用于合成嘧啶连接的咪唑并吡啶。该过程涉及一锅法C-H氧化，随后形成一个C-C键和两个C-N键。发现多种芳基甲基酮和2-氨基吡啶适用于该方法。在水和DMSO介质中研究了合成产物的紫外和荧光性质。大多数合成产物表现出非常好至优异的荧光量子产率。在所有产物中，化合物 和 在碱性条件下的水介质中表现出最大荧光量子产率（0.36），化合物 在DMSO介质中表现出最大荧光量子产率（0.75）。
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