ChemInform Abstract: Organolead‐Mediated Arylation of Allyl β‐Keto Esters: Selective Synthesis of 2′‐Hydroxyisoflavones.

Abstract

Organolead-Mediated Arylation of Allyl β-Keto Esters: Selective Synthesis of 2'-Hydroxyisoflavones.-The methoxymethyl-protected triacetate (VII) is prepared and conveniently used in the following arylation reactions. Arylation of the chromanones (VIII) with (VII) followed by selective catalytic deallyloxycarbonylation-dehydrogenation and hydrolysis affords the 2'hydroxyisoflavones. The results indicate that arylation with aryllead triacetates can be easily extended to the selective introduction of protected phenolic moieties. -(DONNELLY, D. M. X.; FINET, J.-P.; RATTIGAN, B. A.; J. Chem. Soc., Perkin Trans. I (1995) 13, 1679-1683; Dep. Chem., Univ. Coll., Dublin 4, Ire.; EN)