摘要
在醋酸/醋酐溶剂体系中,以醋酸钯为催化剂,二醋酸碘苯为氧化剂,实现了喹喔啉基为导向基团的邻位碳-氢键乙酸化反应,以中等到优良的产率合成了一系列喹喔啉类化合物.系统研究了催化剂、氧化剂、溶剂和温度对反应的影响;考察了底物中各种给电子或吸电子基团对产物收率的影响.该方法实现了直接在碳-氢键上进行乙酸化来合成喹喔啉类衍生物,具有原料简单易得、收率高和区域选择性好等优点.产物结构经红外、核磁共振和质谱分析确证.
A palladium-catalyzed quinoxalinyl group-directed acetyloxylation of ortho C--H bonds in the presence of PhI（OAc）2 has been achieved in the HOAc/Ac2O system to give quinoxaline derivatives in moderate to excellent yields. The effects of catalyst, oxidant, solvent, and temperature on the reaction as well as the effects of various electron-rich or poor groups on the yields of the products have been systematically studied. The present method provides a novel synthesis of quinoxaline derivatives based on the direct C--H acetyloxylation and has advantages of easy availability of the starting materials, high yield and excellent regioselectivity. The products were identified by IR, NMR, and MS analysis.
出处
《浙江工业大学学报》
CAS
2013年第1期1-5,共5页
Journal of Zhejiang University of Technology
基金
国家自然科学基金资助项目(21172197)
浙江省自然科学基金资助项目(Y4100201)
浙江省科技厅资助项目(2011R09002-09)
关键词
钯催化
喹喔啉
导向基团
碳-氢键活化
乙酸化
palladium catalysis
quinoxaline
directing group
C H bond activation
acetyloxylation
作者简介
作者简介：刘运奎（1971-），男，浙江兰溪人，研究员，博士，研究方向为绿色有机合成，E-mail：ykuiliu@zjut．edu．cn．
