文献类型：期刊文献

英文题名：Palladium/Norbornene-Cocatalyzed Three-Component Synthesis of ortho-Acylated Benzonitriles

作者：Wang, Liqin[1,2];Song, Guangjun[1,2];Wu, Qiufang[1,2];Qin, Jiaxin[1,2];Yu, Xinhong[1,2];Chen, Niangen[3];Li, Cuiqing[4]

机构：[1]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, Shanghai Key Lab New Drug Design,Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, State Key Lab Bioengn Reactors, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Hainan Med Univ, Sch Pharm, Haikou 571199, Hainan, Peoples R China;[4]Beijing Inst Petrochem Technol, Coll Chem Engn, 19 North Qingyuan Rd, Beijing 102617, Peoples R China

年份：2022

卷号：54

期号：19

起止页码：4329

外文期刊名：SYNTHESIS-STUTTGART

收录：;EI(收录号：20223012398650);WOS:【SCI-EXPANDED(收录号:WOS:000826499800003)，CCR-EXPANDED(收录号:WOS:000826499800003)】；

基金：We gratefully acknowledge financial support from the National Natural Science Foundation of China (21476078) and the Science and Technology Commission of Shanghai Municipality (12431900902).

语种：英文

外文关键词：palladium; C-H activation; acylation; arenes; synthetic methods

摘要：A palladium/norbornene-cocatalyzed Catellani-type orthoC-H-acylationfipso-cyanation of iodoarenes is developed via a three-component approach using safe and low-toxic sodium carboxylates as the acyl sources and CuCN as the CN source, affording the desired products in yields of 50-94%. Without introducing a directing group on the substrate, a catalytic amount of norbornene and palladium can regioselectively activate the ortho-C-H bonds of iodoarenes. The reaction exhibits good functional group tolerance and works well on gram-scale. In addition, this transformation allows rapid and convenient access toward isoindolinones, 1,4-dicarbonyl compounds and ortho-aminated benzonitriles by manipulation of the cyano and carbonyl groups.