Metal-Free Synthesis of 2-Substituted 3-(2-Hydroxyaryl)quinolines and 4-(2-Hydroxyaryl)acridines via Benzyne Chemistry
作者:Ankit Kumar Dhiman、Rakesh Kumar、Rakesh Kumar、Upendra Sharma
DOI:10.1021/acs.joc.7b02149
日期:2017.12.1
metal-free approach for the synthesis of 3-aryl-2-substituted quinolines and 4-arylacridines has been developed via the 1,3-dipolar cycloaddition reactions of arynes with N-oxides. Reactions of various 2-substitued quinoline N-oxides with ortho-(trimethylsilyl)aryltriflates in the presence of KF gave 3-(2-hydroxyaryl)quinoline derivatives in good yields. Acridine N-oxides also reacted with arynes to
通过芳烃与N-氧化物的1,3-偶极环加成反应,已经开发出一种无金属的方法来合成3-芳基-2-取代的喹啉和4-芳基吡啶。在KF存在下,各种2-取代的喹啉N-氧化物与邻-(三甲基甲硅烷基)芳基三氟甲磺酸的反应以良好的产率得到了3-(2-羟基芳基)喹啉衍生物。cr啶N-氧化物也与芳烃反应生成4-(2-羟基芳基)ac啶,尽管产率中等。