Title:Pd/C Catalyzed Decarboxylation-Transfer Hydrogenation of Quinoline Carboxylic Acids
Volume: 18
Issue: 8
Author(s): Xiao-Yu Zhou and Xia Chen*
Affiliation:
- School of Chemistry and Materials Engineering, Liupanshui Normal University, Liupanshui, 553004,China
Keywords:
Palladium, Decarboxylation, Transfer hydrogenation, Quinoline carboxylic acids, Tetrahydroquinoline.
Abstract: Pd/C catalyzed decarboxylation-transfer hydrogenation of quinoline carboxylic acids
and transfer hydrogenation of quinolines had been developed for the synthesis of 1,2,3,4-
tetrahydroquinolines. These two processes were implemented smoothly using Pd/C (0.9 mol%) as
a catalyst with ammonium formate as a hydrogen source in ethanol at 80 °C. The reaction system
can also be applied to transfer hydrogenation of benzo[h]quinoline and 2,9-dimethyl-1,10-
phenanthroline with good to excellent yields. And the gram scale and recycling of catalyst had
been tested with good results. Furthermore, the mechanism of Pd/C catalyzed reduction of quinoline
carboxylic acids and quinolines had been proposed.