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
(ندگان)پدیدآور
پدیدآور نامشخصنوع مدرک
Textزبان مدرک
Englishچکیده
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.
شماره نشریه
3تاریخ نشر
2000-09-011379-06-11
ناشر
University of Tehranشاپا
1016-11042345-6914