以芳基碘为碘化试剂的苯酚衍生物的位点选择性C-H键碘化反应  

Site-Selective C-H Iodination of Phenol Derivatives Using Aryl Iodide as Iodinating Reagent

作　　者：张涛[1] 李尚达 周春林 王新超 张孟 高泽众 李纲 Zhang Tao;Li Shangda;Zhou Chunlin;Wang Xinchao;Zhang Meng;Gao Zezhong;Li Gang(School of Science,North University of China,Taiyuan,Shanxi 030051;Key Laboratory of Coal to Ethylene Glycol and Its Related Technology,Fujian Institute of Research on the Structure of Matter,Chinese Academy of Sciences,Fuzhou 350002)

机构地区：[1]中北大学理学院,山西太原030051 [2]中国科学院福建物质结构研究所煤制乙二醇及相关技术重点实验室,福州350002

出　　处：《有机化学》2021年第9期3511-3520,共10页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.Nos.22022111,22071248);福建省自然科学基金(Nos.2020J02008,2020J01108);中国科学院青年创新促进会(No.2020306)资助项目.

摘　　要：富电子苯酚类化合物的位点选择性C-H键碘化是一个挑战性的反应.报道了一类钯催化的、利用4-碘基-3-硝基苯甲醚为温和的碘化试剂,实现无保护2-芳基苯酚和2-苯氧乙酸类化合物的C-H键碘化反应.该反应适用于一系列富电子的苯酚类衍生物,且能够获得优秀的位点选择性和良好的官能团耐受性.结果表明,对于具有挑战性底物的C-H键碘化,经由形式复分解的C-H键碘化反应是一个潜在的有用方法.Site-selective C-H iodination of electron-rich phenols is a challenging reaction. A Pd(Ⅱ)-catalyzed C-H iodination of free 2-aryl phenols and 2-phenoxyacetic acids using 4-iodo-3-nitroanisole as the mild iodinating reagent was reported. Excellent site-selectivity and good functional group tolerance were obtained with a range of electron rich phenol derivatives. These results suggest that C-H iodination via formal metathesis is a potentially useful method for C-H iodination of challenging substrates.

关 键 词：C-H键碘化 形式复分解 位点选择性 苯酚 芳基碘化物 钯催化 

分 类 号：O621.25[理学—有机化学]