Ru(Ⅲ)-catalyzed construction of variously substituted quinolines from 2-aminoaromatic aldehydes(ketones)and isoxazoles:Isoxazoles as cyclization reagent and cyano sources  

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作  者:Di Hu Chao Pi Wei Hu Xiliang Han Yangjie Wu Xiuling Cui 

机构地区:[1]Henan Key Laboratory of Chemical Biology and Organic Chemistry,Key Laboratory of Applied Chemistry of Henan Universities,Green Catalysis Center and College of Chemistry,Zhengzhou University,Zhengzhou 450052,China

出  处:《Chinese Chemical Letters》2022年第8期4064-4068,共5页中国化学快报(英文版)

基  金:partial financial support from the National Key R&D Program of China(No.2016YFE0132600);Henan Center for Outstanding Overseas Scientists(No.GZS2020001);Key Scientific and Technological Project of Henan Province(No.212102311068)。

摘  要:A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes(ketones)and isoxazoles to afford diverse 3-cyanoquinolines has been developed.Notably,isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragmentation.Variously substituted(especially 6-or 7-substituted)quinolines could be easily afforded.This procedure features wide functional group compatibility,efficiency and avoiding toxic cyano source.Meanwhile,this protocol could be successfully applied to scale-up synthesis.Further chemical transformations of 3-cyanoquinoline could give some valuable skeletons,demonstrating its potential in synthetic application.

关 键 词:ISOXAZOLES Cyclization reagent Cyano sources Variously substituted 3-cyanoquinolines 

分 类 号:O626.323[理学—有机化学] TQ460.1[理学—化学]

 

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