银催化三氟甲硫基化-环化-水解:含F_(3)CS基喹啉酮合成  

Silver-Mediated Trifluoromethylthiolation-Cyclization-Hydrolysis:Access to F_(3)CS-Containing Quinolinones

作　　者：李猛[1] 孙凯 Li Meng;Sun Kai(Department of Pharmacy and Biotechnology,Zibo Vocational Institute,Zibo,Shandong 255300;College of Chemistry and Chemical Engineering,Yantai University,Yantai,Shandong 264005)

机构地区：[1]淄博职业学院制药与生物工程系,山东淄博255300 [2]烟台大学化学化工学院,山东烟台264005

出　　处：《有机化学》2022年第7期2089-2097,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21801007);武陵山民族药解析与创制湖南省工程实验室开放基金(No.Hgxy2103)资助项目.

摘　　要：以氰基作为自由基受体,开发了一种实用的银催化三氟甲硫化/环化/水解策略.在中等到较高产率的条件下,获得了各种结构多样的F_(3)CS-取代喹啉酮类化合物.该方法易于放大量制备,且产物具有进一步衍生化的潜力.因此,对制备其他有价值的含氟砌块的氮杂环化合物很有吸引力.机理研究表明,该催化体系涉及自由基途径,H_(2)O在水解过程中起着不可或缺的作用.Herein,a practical formal silver-mediated trifluoromethylthiolation cyclization hydrolysis protocol was developed with the cyano group as a radical acceptor.Various structurally diverse F_(3)CS-substituted quinolinones were obtained in moderate to high yields.Easy scale-up operation and the potential for product derivatization make this method attractive for the preparation of other valuable F_(3)CS-containing N-heterocycles.Mechanistic studies suggest that the catalytic system involves a radical pathway and H_(2)O plays an indispensable role in the hydrolysis process.

关 键 词：三氟甲硫基化 氮杂环 环化 自由基 衍生化 

分 类 号：O626.323[理学—有机化学]