文献类型：期刊文献

英文题名：Nickel-Catalyzed Regiodivergent Acylzincation of Styrenes with Organozincs and CO

作者：Wang, Chenglong;Liu, Ning;Wu, Xianqing;Qu, Jingping;Chen, Yifeng[1]

机构：[1]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Key Lab Adv Mat, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn, Joint Int Res Lab Precis Chem Mol Engn,Feringa Nob, Shanghai 200237, Peoples R China

年份：2024

卷号：42

期号：6

起止页码：599

外文期刊名：CHINESE JOURNAL OF CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:001111507200001)，CCR-EXPANDED(收录号:WOS:001111507200001)】；

基金：This work was supported by the National Natural Science Foundation of China (22171079, 22371071), the Natural Science Foundation of Shanghai (21ZR1480400), the Shanghai Rising-Star Program (20QA1402300), the Shanghai Sailing Program (23YF1408800), the Shanghai Municipal Science and Technology Major Project (Grant No.2018SHZDZX03), the Program of Introducing Talents of Discipline to Universities (B16017), the China Postdoctoral Science Foundation (2021M701197, 2023T160215) and the Fundamental Research Funds for the Central Universities. The authors thank the Analysis and Testing Center of East China University of Science and Technology for help with NMR analysis.

语种：英文

外文关键词：Carbonylation; Carbometallation; Styrene; Nickel; Cyclization

摘要：Transition metal-catalyzed carbometallation of unsaturated hydrocarbons constitutes one of the most efficient synthetic methodologies for the construction of C-C bond. Recently, the incorporation of organometallic reagent with the CO gas as a nucleophilic acyl synthon could enable the acylmetallation reaction, which greatly increases the horizon of carbometallation chemistry. Herein, we report a nickel-catalyzed regiodivergent acylzincation of o-cyano cinnamate ester and o-cyano styrene, in which the cyano moiety intramolecularly captures zinc intermediates to trigger the tandem cyclization process. This protocol features mild conditions, broad substrate scope and excellent functional group tolerance, thus affording a diverse array of highly functionalized carbocyclic compounds.