Author/Authors :
V.K. Surasani، نويسنده , , Seshi Reddy and Rajora، نويسنده , , Virendra Singh and Bodipati، نويسنده , , Naganjaneyulu and Peddinti، نويسنده , , Rama Krishna، نويسنده ,
Abstract :
Intermolecular Diels–Alder reactions of 4-halo masked o-benzoquinones generated from hypervalent iodine-mediated oxidation of 4-halo-2-methoxyphenols, with electron-deficient dienophiles—methyl acrylate, methyl methacrylate and methyl vinyl ketone—leading to halo-substituted bicyclo[2.2.2]octenones, are described. The halo-benzoquinone monoketals can be isolated and characterized. The dimerization of these intermediates is not observed under the reaction conditions.