[1]俞星辰,肖亚平,韩 维.铁催化过氧化氢氧化端炔合成羧酸类化合物[J].南京师范大学学报(自然科学版),2020,43(02):29-33.[doi:10.3969/j.issn.1001-4616.2020.02.006]
 Yu Xingchen,Xiao Yaping,Han Wei.Iron-Catalyzed Oxidative Cleavage of Terminal Alkynes toCarboxylic Acids with Hydrogen Peroxide[J].Journal of Nanjing Normal University(Natural Science Edition),2020,43(02):29-33.[doi:10.3969/j.issn.1001-4616.2020.02.006]
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铁催化过氧化氢氧化端炔合成羧酸类化合物()
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《南京师范大学学报》(自然科学版)[ISSN:1001-4616/CN:32-1239/N]

卷:
第43卷
期数:
2020年02期
页码:
29-33
栏目:
·化学·
出版日期:
2020-05-30

文章信息/Info

Title:
Iron-Catalyzed Oxidative Cleavage of Terminal Alkynes toCarboxylic Acids with Hydrogen Peroxide
文章编号:
1001-4616(2020)02-0029-05
作者:
俞星辰肖亚平韩 维
南京师范大学化学与材料科学学院,江苏 南京 210023
Author(s):
Yu XingchenXiao YapingHan Wei
School of Chemistry and Materials Science,Nanjing Normal University,Nanjing 210023,China
关键词:
炔烃过氧化氢铁催化氧化裂解羧酸
Keywords:
alkyneshydrogen peroxideiron catalysisoxidative cleavagecarboxylic acids
分类号:
O62
DOI:
10.3969/j.issn.1001-4616.2020.02.006
文献标志码:
A
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.
Abstract:
An iron-catalyzed oxidative cleavage of alkynes to corresponding carboxylic acids with hydrogen peroxide as oxidant is reported. Using 4-chlorophenylacetylene(1a)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.

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备注/Memo

备注/Memo:
基金项目:国家自然科学基金项目(21776139、21302099).
通讯作者:韩维,博士,教授,研究方向:有机合成新方法研究. E-mail:hanwei@njnu.edu.cn; 肖亚平,博士,副教授,研究方向:有机合成化学. E-mail:xiaoyaping@njnu.edu.cn
更新日期/Last Update: 2020-05-15