三氟乙亚胺酰卤合成2-三氟甲基喹啉的应用进展  

Application of Trifluoroacetimidoyl Halide in Synthesis of 2-Trifluoromethyl Quinolines

作　　者：李珊 凌绍明 游歌云 梁俭 蒙君荣 刘真珍 LI Shan;LING Shao-ming;YOU Ge-yun;LIANG Jian;MENG Jun-rong;LIU Zhen-zhen(Key Laboratory of Regional Ecological Environment Analysis and Pollution Control of West Guangxi,College of Chemistry and Environment Engineering,Baise University,Baise 533000,China)

机构地区：[1]百色学院化学与环境工程学院桂西区域生态环境分析与污染控制重点实验室

出　　处：《化学试剂》2018年第11期1017-1025,共9页Chemical Reagents

基　　金：2015年度百色学院重点科研项目(2015KAN06);2017年度广西壮族自治区中青年教师基础能力提升项目(2017KY0719);2017年度广西自然科学基金项目(2017-GXNSFBA198225)

摘　　要：2-三氟甲基喹啉具有显著的药理活性而广泛应用于医药研发。直接氟化法制备2-三氟甲基喹啉缺乏普遍性及实用性,采用含氟砌块法可以实现含氟基团的精准定位及目标化合物的大剂量合成。N-芳基三氟乙亚胺酰卤是一种重要的含氟砌块,因其活泼的化学性质而广泛应用于含氟含氮杂环化合物的合成。综述了近年来以N-芳基三氟乙亚胺酰卤及其衍生物如氨基烯基酮、炔基亚胺等为原料合成2-三氟甲基喹啉的研究进展,系统叙述了每种方法的研究过程及可能的反应机理,并对每种方法的优点及缺点进行了简单的论述。最后,结合当前有机合成的发展趋势对进一步发展2-三氟甲基喹啉的合成方法进行了展望。The skeleton of 2-trifluoromethyl quninolines is omnipresent in pharmaceuticals for its remarkable pharmacological activity.Varity of fluorination methods which introduce a trifluoromethyl into quninolines directly were developed but still lack generality and practicality.In that case,the application of fluorinated building block to construct quinolines with the trifluoromethyl at the special location and in a large scale is a good alternative.N-Aryl trifluoroacetimidoyl halide is an important trifluoromethylated building block,and is used in synthesis of fluorinated aza aromatics widely for its lively chemical activity.Recent progress in synthesis of 2-trifluoromethyl quinolines from N-aryl trifluoroacetimidoyl halide and its derivatives such as enaminoketone,alkynyl imine was summarized.The research progress and mechanism of each one of methodologies were described in details,and a comment about the merits and demerits was carried out.In the context of the trends of organic synthesis,an expectation for synthesizing 2-trifluoromethyl quinolines in future was given at last.

关 键 词：2-三氟甲基喹啉 含氟砌块 N-芳基三氟乙亚胺酰卤 氨基烯酮 炔基亚胺 

分 类 号：O627.7[理学—有机化学]