4.7 Article

Three-Component Synthesis of Quinoline-4-carboxylic Acids Based on Doebner Hydrogen-Transfer Reaction

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JOURNAL OF ORGANIC CHEMISTRY
卷 88, 期 17, 页码 12816-12820

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01123

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The Doebner hydrogen-transfer reaction has been developed as a method for synthesizing substituted quinolines from anilines with electron-withdrawing groups, which typically yield low product yields in conventional Doebner reactions. This reaction can be applied to anilines with both electron-withdrawing and electron-donating groups, making it useful for large-scale synthesis of bioactive molecules.
The Doebner hydrogen-transfer reaction has been developed for the synthesis of substituted quinolines from anilines possessing electron-withdrawing groups, which are known to give products in low yields when used in the conventional Doebner reaction. This reaction can be applied to not only anilines having electron-withdrawing groups but also those having electron-donating groups and can be used in the large-scale synthesis of bioactive molecules.

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