Aromatic sulfines with nitrilimines. : A regiospecific, non-stereospecific cyclo-addition reaction

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Sulfoxide induced sigmatropic rearrangement (SISR) of methyl 1-methylsulfanylvinyl sulfoxides

Contains fulltext : 28941___.PDF (publisher's version ) (Open Access

Chemistry of Silyl Thioketones .8. Photoinduced Cycloadditions of Silyl Thioketones with Olefins

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1,3-Dipolar cycloaddition of nitrile imines with alpha,beta-unsaturated lactones, thiolactones and lactams: synthesis of ring-fused pyrazoles

Caballero, J (Caballero, Julio). Univ Talca, Fac Ingn Bioinformat, Ctr Bioinformat & Simulac Mol, Casilla 721, Talca, Chile1,3-Dipolar cycloaddition of nitrile imines with alpha,beta-unsaturated five- and six-membered lactones, thiolactones and lactams gave ring-fused pyrazoles. Regioisomeric mixtures have been obtained with the 5-substituted pyrazole as the major cycloadduct. Only with the five-membered lactone the major product was the 4-acyl derivative. Computational studies, the use of the topological analysis of the Fukui functions and the potential energy surfaces (PES) theory allowed a theoretical description of the local reactivity in agreement with the observed high regiochemistry and with the role of the heteroatom adjacent to the carbonyl group. (C) 2012 Elsevier Ltd. All rights reserved

A novel synthesis of thiono-ester S-oxides by substitution of chlorine in chlorosulfines

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