A facile one-pot synthesis of 2-(pyrrolyl)-4-aryl(hetaryl)-5-cyano-6-methylpyridines in 63–87% yield via the cyclization of available acylethynylpyrroles with two molecules of acetonitrile under the action of lithium metal at room temperature has been developed.

The ring-opening/functionalization of 1-pyrrolines by cyanoacetylenes or acetylenic ketones (20-80 oC, MeCN, H2O) affords δ-keto aminoacrylonitriles and δ-keto aminoenones, mostly as the Z-isomers, in up to 85% yields. The synthesis involves the C(2)-N-bond cleavage in the intermediate hemiaminal resulted from the intermediate 1,3(4)-dipolar 1-pyrroline/acetylene complexes and water.

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The title compound, 1-phenyl-3,3-di(1H-pyrazol-1-yl)propan-1-one, was synthesized in a 52% yield for the first time by a one-step reaction between 1H-pyrazole and 1-phenylprop-2-yn-1-one (their ratio being 2:1) in solid Al2O3 at room temperature. The product was characterized by 1H-NMR, 13C-NMR, IR spectroscopy, X-Ray diffraction and elemental analysis.