硫化镉量子点催化的光诱导肉桂酸脱羧二氟烷基化反应  

CdS QDs Catalyzed and Photoinduced Decarboxylative Difluoroalkylation of Cinnamic Acids

作　　者：陶婷婷 刘文强 裴孝俊 朱天彩 冯乙巳 TAO Ting-ting;LIU Wen-qiang;PEI Xiao-jun;ZHU Tian-cai;FENG Yi-si(School of Chemistry and Chemical Engineering,Hefei University of Technology,Hefei 230009,China;Anhui Provincial Laboratory of Heterocyclic Chemistry,Hefei University of Technology,Hefei 230009,China)

机构地区：[1]合肥工业大学化学与化工学院,安徽合肥230009 [2]合肥工业大学安徽省杂环实验室,安徽合肥230009

出　　处：《合成化学》2020年第7期600-607,共8页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21571047)。

摘　　要：以硫化镉量子点为催化剂,在光照条件下以二氟溴乙酸乙酯为二氟烷基化试剂,高效地实现肉桂酸脱羧二氟烷基化反应,共合成了18个含有烯丙基二氟模块的化合物(3a^3r),收率53%~80%,其结构经1 H NMR,13 C NMR和19 F NMR确证。该反应条件温和,底物适用范围广,官能团耐受性好。自由基抑制实验结果表明:反应经过自由基途径。Visible-light-induced direct decarboxylative difluoroalkylation of cinnamic acids has been efficiently realized with fluoroalkyl halides as coupling partners and CdS QDs as the photosensitizer.The reaction was carried out to form the difluoromethylated products in 53%~80%yields.The molecular structures were confirmed by 1 H NMR,13 C NMR and 19 F NMR.The synthetic methodolgy features mild conditions,broad substrate scopes,and good functional group tolerances.The mechanistic studies revealed that a radical pathway was involved in the catalytic cycle.

关 键 词：硫化镉量子点 肉桂酸 自由基机理 光诱导 脱羧 二氟烷基化 

分 类 号：O614.82[理学—无机化学] O626[理学—化学]