1,3-Dipolar cycloadditions of C-carboxymethyl-N-aryl-nitrile imines with cyclic ,-unsaturated ketones of various size have been studied. After the cycloaddition, the oxidative aromatization gives the ring-fused pyrazoles. Computational studies and the use of the topological analysis of the Fukui functions allows a theoretical description of the local reactivity in agreement with the experimental observed high regiochemistry.
J. Z. Chandanshive, B. F. Bonini, W. Tiznado, C. A. E., J. Caballero, C. Femoni, et al. (2011). 1,3-Dipolar Cycloaddition of Nitrile Imines with Cyclic alpha-beta-Unsaturated Ketones. A Highly Regiochemical Route to Ring-Fused Pyrazoles. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 34, 4806-4811 [10.1002/ejoc.201100558].
1,3-Dipolar Cycloaddition of Nitrile Imines with Cyclic alpha-beta-Unsaturated Ketones. A Highly Regiochemical Route to Ring-Fused Pyrazoles.
FEMONI, CRISTINA;FOCHI, MARIAFRANCESCA;COMES FRANCHINI, MAURO
2011
Abstract
1,3-Dipolar cycloadditions of C-carboxymethyl-N-aryl-nitrile imines with cyclic ,-unsaturated ketones of various size have been studied. After the cycloaddition, the oxidative aromatization gives the ring-fused pyrazoles. Computational studies and the use of the topological analysis of the Fukui functions allows a theoretical description of the local reactivity in agreement with the experimental observed high regiochemistry.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
