文献类型：期刊文献

英文题名：Selective Synthesisof 2-Substituted Quinolinesvia Amine-Assisted Heck Reaction of 2-Iodoanilines with α,β-UnsaturatedAldehydes

作者：Wu, Shuyan[1];Yang, Xiaoning[1];Wang, Jiayi[1];Peng, Yanqing[1];Song, Gonghua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2026

卷号：91

期号：28

起止页码：9852

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：;EI(收录号：20263221261047);Scopus(收录号：2-s2.0-105046616367);WOS:【SCI-EXPANDED(收录号:WOS:001812574000001)】；

基金：The authors gratefully acknowledge the financial support from the Shanghai Municipal Commission of Science and Technology (Grant No. YDZX20253100001003).

语种：英文

外文关键词：Isomers - Medicinal chemistry - Plants (botany) - Polycyclic aromatic hydrocarbons - Scaffolds - Scaffolds (biology) - Synthesis (chemical)

摘要：2-Substituted quinoline has been identified as a significant structural scaffold, with prevalence in a variety of biologically active molecules. In this study, we propose an amine-assisted Heck reaction as a novel approach for the selective synthesis of 2-substituted quinolines while inhibiting the formation of 3-benzyl-1H-indole derivatives and 4-substituted quinoline isomers. A variety of alpha,beta-unsaturated aldehydes and 2-iodoanilines were compatible with this protocol, affording the desired quinoline products in good-to-excellent yields. Moreover, the reaction can be effectively scaled up to gram quantities, and the usefulness of this protocol in the synthesis of the cystic fibrosis drug candidate Cavosonstat derivative was demonstrated.