Multicomponent Reactions (MCRs) Leading to Silaheterocycles via Dianion Cyclization

Singh, M. S. ; Singh, Pratibha (2007) Multicomponent Reactions (MCRs) Leading to Silaheterocycles via Dianion Cyclization Phosphorus, Sulfur, and Silicon and the Related Elements, 182 (4). pp. 835-843. ISSN 1042-6507

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Official URL: http://doi.org/10.1080/10426500601061991

Related URL: http://dx.doi.org/10.1080/10426500601061991

Abstract

Nucleophilic asymmetrical Schiff base that incorporating aromatic rings to induce rigidity to the system was prepared by the condensation of o-hydroxyacetophenone and salicylaldehyde hydrazone in a 1:1 molar ratio. A useful sequence of reactions for the synthesis of a variety of previously unknown silaheterocycles is described. The reaction of salicylidene o-hydroxyacetophenone with sodium hydride in dioxane produces a 1,10-remote dianion. The cyclization of this dianion with diorganodichlorosilanes affords dibenzodioxadiazasilaundecines in good yields. The products were characterized by satisfactory elemental analyses and spectral (IR, 1 H, 13 C, 29 SiNMR, andmass) studies.

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