1989 Volume 1989 Issue 9 Pages 1593-1600
The reaction of isoxazoles with enamines, proceeded easily to give pyridine derivatives. For example, 1, 2, 3, 4 -tetrahydroquinoline was obtairKedb y the reaction of isoxazole with 1-(1cyclohexenyl)pyrrolidinei n THF or in dioxane under reflux in the presence of low-va lence titanium salt (prepared from titanium(IV) chloride and zinc dust) (yield: 75%). Similarly, various 3(and/or 2)-substituted pyridines were obtained from isoxazoles and β(and/or α)substituted enamines.5-Methylisoxazoles, however, gave pyridines in only poor yields.
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