A base promoted cyclization of N-propargylaminopyridines. Synthesis of imidazo[1,2-a]pyridine derivatives.

Suren Husinec, Rade Markovic, Milos Petkovic, Veselin Nasufovic, Vladimir Savic

Institute of Chemistry, Technology and Metallurgy, Centre for Chemistry, P.O. Box 815, Njegoseva 12, 11000 Belgrade, Serbia.

Organic letters 2011 May 6

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A base promoted cyclization of the protected N-propargylaminopyridines was shown to be an efficient method for the preparation of imidazo[1,2-a]pyridine derivatives. The reactions were carried out with a small excess of base, at room temperature or slightly above producing the heterocyclic products in moderate to good yields. The stereoelectronic properties of substituents on the pyridine ring were shown to influence the cyclization process.

Citation

Suren Husinec, Rade Markovic, Milos Petkovic, Veselin Nasufovic, Vladimir Savic. A base promoted cyclization of N-propargylaminopyridines. Synthesis of imidazo[1,2-a]pyridine derivatives. Organic letters. 2011 May 6;13(9):2286-9