三组分一锅法无溶剂合成2,4-二芳基取代喹啉衍生物  

Solvent-free synthesis of 2,4-diaryl substituted quinoline derivatives via a three-component one-pot procedure

作　　者：李靖鹏 付美添 龚冰莹 李灿艳 莫运娜 刘腾 黄超 LI Jing-peng;FU Mei-tian;GONG Bing-ying;LI Can-yan;MO Yun-na;LIU Teng;HUANG Chao(School of Chemistry and Environment,National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials,Yunnan Minzu University,Kunming 650504,Yunnan,China;College of Chemistry and Environmental Science,Qujing Normal University,Qujing 655011,Yunnan,China)

机构地区：[1]云南民族大学化学与环境学院,生物基材料绿色制备技术国家地方联合工程研究中心,云南昆明650504 [2]曲靖师范学院化学与环境科学学院,云南曲靖655011

出　　处：《云南大学学报（自然科学版）》2023年第3期727-732,共6页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金(21662046,21202142);云南省万人计划青年拔尖人才项目;云南省教育厅科学研究基金(2021Y667).

摘　　要：报道了一种三组分一锅法无溶剂高效合成2,4-二芳基取代喹啉衍生物的方法.以易得的芳基胺、芳香醛以及芳基乙烯为反应起始物,芳基胺与芳香醛形成的亚胺中间体在Lewis酸FeCl_(3)催化作用下与芳基乙烯进行[4+2]环加成反应得到2,4-二芳基取代喹啉衍生物.该反应原子经济性高,是一种简洁有趣的反应模式,以82%~92%产率合成12个2,4-二芳基取代喹啉化合物,为绿色制备喹啉化合物和活性筛选提供基础.所得产物均经过^(1)H NMR、^(13)C NMR和HRMS的表征确证.In this paper,a solvent-free and efficient method for the synthesis of 2,4-diaryl substituted quinoline derivatives via a three-component one-pot procedure has been reported.Utilizing arylamines,aromatic aldehydes and aryl ethylenes as readily available starting materials,the imine intermediates were generated by arylamines and aromatic aldehydes which then reacted with aryl ethylenes via a[4+2]cycloaddition catalyzed by Lewis acid FeCl_(3),providing 2,4-diaryl substituted quinoline derivatives.The reaction was a concise and interesting model,possessing high atomic economy,giving twelve 2,4-diaryl substituted quinoline compounds were synthesized at a yield of 82%−92%,which provided the basis for green preparation of quinoline compounds and activity screening.All products were characterized by ^(1)H NMR,^(13)C NMR and HRMS.

关 键 词：2 4-二芳基取代喹啉衍生物 三组分 一锅法 无溶剂 

分 类 号：O621.3[理学—有机化学]