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| Title: | 3-Dipolar Cycloaddition of Nitrile Imines with Cyclic alpha-beta-Unsaturated Ketones: A Regiochemical Route to Ring-Fused Pyrazoles |
| Authors: | Chandanshive, J.Z.
Bonini, B.F.
Tiznado, W.
Escobar, C.A.
Caballero, J.
Femoni, C.
Fochi, M.
Franchini, M.C. |
| Keywords: | Cycloaddition
Nitrile imines
Ketones
Fused-ring systems
Computational chemistry |
| Issue Date: | Sep-2011 |
| Publisher: | WILEY-V C H VERLAG |
| Citation: | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Issue: 25 Pages: 4806-4813 DOI: 10.1002/ejoc.201100558 |
| Abstract: | 1,3-Dipolar cycloadditions of C-carboxymethyl-N-arylnitrile
imines with cyclic α,β-unsaturated ketones of various sizes
have been studied. After cycloaddition, oxidative aromatization
gives the ring-fused pyrazoles. Computational studies and the use of topological analyses of the Fukui functions
allows a theoretical description of the local reactivity that is
in agreement with the experimentally observed regiochemistry |
| Description: | Caballero, J (Caballero, Julio). Univ Talca, Ctr Bioinformt & Simulac Mol, Fac Ingn Bioinformat, Talca, Chile |
| URI: | http://dspace.utalca.cl/handle/1950/8786 |
| ISSN: | 1434-193X |
| Appears in Collections: | Artículos en publicaciones ISI - Universidad de Talca
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