Abstract 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.
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Ohsawa et al. (1980) studied this question.
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