摘要
以非金属硒为催化剂,三乙胺为助催化剂,用CO替代剧毒光气作为羰基化试剂,通过鼓泡方式经硒催化"一锅煮"的4-氨基吡啶与硝基芳烃的氧化还原羰基化反应合成4-吡啶基脲.通过探究反应温度、反应时间、溶剂及碱的种类等因素的影响,获得了反应的优化条件.在优化条件的基础上,以中等到良好的收率制得4-吡啶基脲类化合物,反应底物硝基芳烃的普遍适用性较好;还提出了该反应的可能机理.
A facile,economical and environment-friendly approach to 4-pyridinylureas was reported. With cheap and easily available nonmetal selenium as the catalyst,triethylamine as the cocatalyst,carbon monoxide instead of virulent phosgene as the carbonylation reagent,the target products could be obtained via seleniumcatalyzed redox carbonylation of 4-aminopyridine with nitro aromatics by bubbling of CO. The optimal reaction conditions were obtained by exploring the effects of main factors on the carbonylation reaction such as reaction temperature,reaction time,kinds of solvents and bases. Under the optimal conditions,4-pyridinylureas could be obtained in moderate to good yields. The applicability of the substrates nitro aromatics was good. The possible reaction mechanism was also proposed at the end of this paper.
作者
张晓鹏
李政伟
王岩
牛雪利
张贵生
ZHANG Xiaopeng LI Zhengwei WANG Yan NIU Xueli ZHANG Guisheng(Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, Chin)
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2016年第10期1804-1808,共5页
Chemical Journal of Chinese Universities
基金
河南省高校科技创新团队支持计划项目(批准号:15IRTSTHN003)
河南省高等学校青年骨干教师项目(批准号:2013GGJS-059)
河南师范大学青年骨干教师项目(批准号:2011-8)资助~~
关键词
硒催化
羰基化
4-吡啶基脲
Selenium-catalysis
Carbonylation
4-Pyridinylurea
作者简介
联系人简介：张晓鹏，男，博士，副教授，主要从事绿色有机合成方面的研究．E—mail：zhangxiaopengv@sina．com
