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ADDITION OF UNSYMMETRICAL DIENES TO ACYL-1,4-BENZOQUINONES AND OXIDATION OF THE ADDUCTS WITH MANGANESE DIOXIDE: A REGIOSPECIFIC ROUTE TO MONO- AND DI-METHYL-1,4-NAPHTHOQUINONES | ||
Journal of Sciences, Islamic Republic of Iran | ||
مقاله 5، دوره 11، شماره 3، آذر 2000 اصل مقاله (252.59 K) | ||
چکیده | ||
Regioselective Diels-Alder reactions of acyl-1,4-benzoquinones 1 with, severally, isoprene, trans-piperylene,1-acetoxy-1,3-butadiene and 1-methoxy-1,3-butadiene gave the corresponding adducts 2 in high yield. Treatment of the adducts 2 with manganese dioxide gave regiospecifically the corresponding 1,4-naphthoquinones 3. In several cases, the adducts of the acetylquinones afforded intermediates of type 4, which subsequently gave the corresponding naphthoquinones by de-acetylation and aromatization. | ||
عنوان مقاله [English] | ||
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چکیده [English] | ||
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