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Note | Regular issue | Vol 81, No. 7, 2010, pp.1689-1696
Published online, 14th May, 2010
DOI: 10.3987/COM-10-11960
First Synthesis of 2-Tropolonylquinoline-4-carboxylic Acid Derivatives via Pfitzinger Reaction in Water

Wentao Gao,* Xiaofei Zhang, Yang Li, Huaye Liu, and Kimiaki Imafuku

*Institute of Superfine Chemicals, School of Chemistry and Chemical Engineering, Bohai University, 19 Keji Road, Jinzhou 121000, China


A facile and clean synthesis of novel 2-tropolonyl substituted quinoline-4-carboxylic acids via Pfitzinger reaction of 3-acetyltropolone or 3-acetyl-5-bromotropolone with different isatins in water was described. It was the first time that the Pfitzinger reaction was applied to the troponoid field. The structures of all the synthesized compounds were characterized by elemental analysis and spectral data.