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.
1,3-Dipolar Cycloaddition of Nitrile Imines with Cyclic alpha-beta-Unsaturated Ketones. A Highly Regiochemical Route to Ring-Fused Pyrazoles / J. Z. Chandanshive; B. F. Bonini; W. Tiznado; C. A. E.; J. Caballero; C. Femoni; M. Fochi; M. Comes Franchini. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 34:(2011), pp. 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.
