One-step Synthesis of 3-(Dialkylamino)indolizines by the Palladium-catalyzed Reaction of α-Bromopyridine, Propargyl Alcohol, and Secondary Amine

Article abstract of DOI:10.1246/bcsj.53.3273

3-(Dialkylamino)indolizines were synthesized in one step by the reaction of 2-bromopyridine, propargyl alcohol, and secondary amines in the presence of Pd(PPh3)2Cl2-CuI as a catalyst. 3-(2-Pyridyl)-2-propyn-1-ol and 3-(2-pyridyl)acrylaldehyde were suggested to be intermediates of the reaction. 3-Dialkylamino derivatives of pyrrolo<1,2-a>quinoline, pyrrolo<2,1-a>isoquinoline, and pyrrolo<1,2-b>pyridazine were obtained from the corresponding α-haloazaaromatics in a similar way.