可见光催化合成C-3位芳酰基取代的2-芳基-2H-吲唑衍生物  

Visible light-promoted synthesis of C-3 aroylated 2-aryl-2H-indazoles

作　　者：张杰 朱磊 孙茹萍 王静 ZHANG Jie;ZHU Lei;SUN Ru-ping;WANG Jing(School of Animal Pharmaceutical,Jiangsu Agri-animal Husbandry Vocational College,Taizhou 225300,China)

机构地区：[1]江苏农牧科技职业学院动物药学院,江苏泰州225300

出　　处：《化学研究与应用》2024年第2期277-284,共8页Chemical Research and Application

基　　金：江苏省大学生创新计划项目(202112806014Y)资助;江苏省高校自然科学基金面上项目(21KJB150008)资助。

摘　　要：基于C-H键官能团化反应策略,在无过渡金属条件下,以2-芳基-2H-吲唑为底物,芳基酮酸为芳酰基自由基源,利用2,4,5,6-四(9-咔唑基)-间苯二腈(4CzIPN)作为光催化剂,通过可见光催化脱羧偶联反应,合成了一系列C-3位芳酰基取代的2-芳基-2H-吲唑衍生物,产率59%-81%。所得产物结构经过氢谱、碳谱和高分辨质谱表征确证。该方法反应条件温和,具有良好的底物适用性和官能团耐受性,为2H-吲唑的C-3位C-H键芳酰基化反应提供了新途径。Based on the reaction strategy of C-H bond functionalization,arylglyoxylic acids acted as aroyl radical source and a varie-ty of C-3 aroylated 2-aryl-2H-indazoles were achieved via visible light-promoted decarboxylation coupling reactions with the yields of 59~81%under transition-metal-free conditions.In which,2-aryl-2H-indazoles were used as substrates and 2,4,5,6-tetra(9H-carba-zol-9-yl)isophthalonitrile was used as the photocatalyst.The corresponding products structures were charactered based on^(1)H NMR,^(13)C NMR and HRMS spectra analyses.The method was advantageous due to the mild reaction conditions,good substrate suit-ability and functional group tolerance,which provided the new approach to realize C-3 aroylation of 2-aryl-2H-indazoles.

关 键 词：可见光催化 芳酰基化 2-芳基-2H-吲唑 脱羧 无过渡金属 

分 类 号：O621.25[理学—有机化学]