摘要
氟磺酸酯作为第二代“点击化学”的载体被广泛应用于材料化学、药物化学以及有机化学等多个领域.本文以氟磺酸酯作为离去基团探索芳基氟磺酸酯在Sonogashira偶联反应中的应用.首先以经典的PdCl_(2)(PPh_(3))_(2)和CuI催化体系,以高达97%的产率实现芳基氟磺酸酯和芳炔的Sonogashira偶联反应.随后探索了铜氮杂卡宾化合物和Pd(PPh_(3))_(4)组成的共催化体系,以丙炔酸作为炔源,以高达92%的产率得到Sonogashira偶联产物.
Aryl fluorosulfates were employed as coupling partners with terminal alkyne or propiolic acid in Sonogashira reaction.The symmetrical diarylalkynes were synthesized via decarboxylative cross-coupling of aryl fluorosulfates and propiolic acid in good yields.The unsymmetrical arylalkynes were obtained from aryl fluorosulfates and terminal alkynes or decarboxylative cross-coupling of aryl iodides,aryl fluorosulfates and propiolic acid in one pot with moderate to good yield.
作者
詹乐武
邢萍
姜标
Lewu Zhan;Ping Xing;Biao Jiang(National Laboratory for Advanced Fluorine and Nitrogen Material,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China;School of Chemistry Engineering Nanjing University of Science and Technology,Nanjing 210094,China)
出处
《中国科学:化学》
CAS
CSCD
北大核心
2023年第3期544-549,共6页
SCIENTIA SINICA Chimica
基金
上海市科技委员会社会发展科技攻关项目(编号:20dz1201000)资助。