C—F Bond Insertion into Indoles with CHBr_(2)F:An Efficient Method to Synthesize Fluorinated Quinolines and Quinolones  

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作  者:Chao Li Lei Chen Hongye Wang Zixi Yan Bin Lyu Weiping Lyu Changwei Jiang Dehua Lu Jiaxing Li Ning Jiao Song Song 

机构地区:[1]State Key Laboratory of Natural and Biomimetic Drugs,School of Pharmaceutical Sciences,Peking University,Xue Yuan Rd.38,Beijing 100191,China

出  处:《Chinese Journal of Chemistry》2024年第10期1128-1132,共5页中国化学(英文版)

基  金:the National Natural Science Foundation of China(Nos.22371007,22071005);the Peking University Medicine Fund for world's leading discipline or discipline clusterdevelopment(BMU2022DJXK002).

摘  要:A mild and practical method for synthesizing fluorinated quinoline derivatives,which have a wide range of applications in pharmaceuticals,materials,and organic synthesis,was described through C—F bond insertion into indoles using CHBr_(2)F.The simple conditions,readily availability of CHBr_(2)F,as well as the versatility of the transformations make this strategy very powerful in synthesizing 3-fluoroquinoline and 3-fluoroquinolone.The mechanistic studies reveal that bromofluorocarbene generated in-situ under basic condition was the key intermediate.

关 键 词:Skeleton edit Fluorocarbene Ring expansion QUINOLINE QUINOLONE 

分 类 号:O62[理学—有机化学]

 

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