Tetrahedron

Arynic condensation of ketone enolates—XIV: Condensation of aromatic α, β-unsaturated ketone enolates on arynes

M Essiz, G Guillaumet, P Caubere

Index: Essiz,M. et al. Tetrahedron, 1979 , vol. 35, p. 1167 - 1171

Full Text: HTML

Citation Number: 3

Abstract

Benzyne and 1-naphthyne (generated from the corresponding halogeno derivatives and the Complex Base NaNH2-ButONa) condense with α, β-unsaturated ketone enolates β- substituted by an aromatic ring and only enolisable in the α'-position, to lead to α-tetralones and/or indanones. The reaction path depends upon the nature of the ketone enolate and, less strongly, on the solvent. The reaction mechanism is discussed. These reactions ...