Iron-Catalyzed Alkenylzincation of Internal Alkynes
作者机构：Frontiers Science Center for New Organic MatterState Key Laboratory and Institute of Elemento-Organic ChemistryCollege of ChemistryNankai UniversityTianjin300071 China
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2023年第41卷第24期
页 面：3547-3552页
核心收录：
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金：National Key R&D Program of China(2021YFA1500200) National Natural Science Foundation of China(92256301,92156006,22221002) "111"project(B06005)of the Ministry of Education of China Haihe Laboratory of Sustainable Chemical Transformations,Fundamental Research Funds for the Central Universities New Cornerstone Science Foundation through the XPLORER PRIZE for financial support
主 题：Iron catalysis Internal alkynes Alkenylzincation Conjugated dienes
摘 要：The alkenylzincation of internal alkynes is an effective method for the synthesis of multi-substituted conjugated dienes;however,the current catalytic systems for this reaction are limited in terms of substrate scope and selectivity control,which restricts its practical ***,we report the first iron-catalyzed alkenylzincation of internal alkynes,which features mild conditions,simple operation,broad substrate scope (including aryl/alkyl,diaryl,and dialkyl acetylenes),excellent functional group tolerance (tolerating highly active functional groups such as ester,methylthio,amide,sulfonyl,cyano,etc.),and high activity (with a turnover number of up to 11500,the highest record for carbometallation reactions).Notably,the catalytic system described in this article also realized the highly selective vinylzincation of unfunctionalized internal alkynes as well as the alkenylzincation of unsymmetrical diarylacetylenes and dialkyl acetylenes,which have not been achieved with other catalytic systems reported in the *** current study provides a highly selective access to synthetically important multi-substituted conjugated dienes.
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