铁催化过氧化氢氧化端炔合成羧酸类化合物  

Iron-Catalyzed Oxidative Cleavage of Terminal Alkynes to Carboxylic Acids with Hydrogen Peroxide

作　　者：俞星辰 肖亚平[1] 韩维[1] Yu Xingchen;Xiao Yaping;Han Wei(School of Chemistry and Materials Science,Nanjing Normal University,Nanjing 210023,China)

机构地区：[1]南京师范大学化学与材料科学学院,江苏南京210023

出　　处：《南京师大学报（自然科学版）》2020年第2期29-33,42,共6页Journal of Nanjing Normal University(Natural Science Edition)

基　　金：国家自然科学基金项目(21776139、21302099).

摘　　要：报道了一种简单铁盐催化过氧化氢氧化断裂端炔合成羧酸的方法.以4-氯苯乙炔(1a)作为模板底物,采用过氧化氢为氧化剂,探究不同铁催化剂、促进剂、溶剂、温度对羧酸产率的影响.研究结果表明:FeCl2为催化剂、过氧化氢为氧化剂、冰醋酸为促进剂、乙腈-水(3∶1)为溶剂、温度为50℃时是最优反应条件.在此基础上,探究不同炔类化合物对该反应体系的适应性.结果表明:苯乙炔类化合物氧化裂解生成羧酸的产率较高,和官能团相容性好.对反应机理也进行了初步的研究.An iron-catalyzed oxidative cleavage of alkynes to corresponding carboxylic acids with hydrogen peroxide as oxidant is reported. Using 4-chlorophenylacetylene(1 a)as model substrate to optimize reaction conditions shows that optimal result can be obtained with FeCl2 as the catalyst,H2O2 as the oxidant,and acetic acid as the promoter in acetonitrile-water(3∶1)at 50 ℃. Under the optimized reaction conditions,a variety of acetylene compounds have been examined. Terminal arylalkynes provide superior yields with broad functional group compatibility. Preliminary Mechanistic studies have also been preformed.

关 键 词：炔烃 过氧化氢 铁催化 氧化裂解 羧酸 

分 类 号：O62[理学—有机化学]