Nickel-Catalyzed Regiodivergent Acylzincation of Styrenes with Organozincs and CO
作者机构：Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular EngineeringFeringa Nobel Prize Scientist Joint Research CenterFrontiers Science Center for Materiobiology and Dynamic ChemistrySchool of Chemistry and Molecular EngineeringEast China University of Science and TechnologyShanghai200237 China Dedicated to the Special Issue of C1 Chemistry.
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2024年第42卷第6期
页 面：599-604页
核心收录：
学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学]
基 金：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) the Fundamental Research Funds for the Central Universities.
主 题：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.
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