Abstract
Reaction of 1,3-dihydroxy-10-methyl-9(10H)-acridinone (1) and 1-bromo-3-methylbut-2-ene (mol. ratio 1:1) in tetrahydrofuran at 20°C in the presence of alumina gave prenylacidinones2 (glycocitrine-II) and8 and the diprenylacridinone9; with an excess of 1-bromo-3-methylbut-2-ene, the prenyldihydropyranoacridinones12 and13 were formed. Oxidation of glycocitrine-II (2) withm-chloroperbenzoic acid furnished the furanoacridinone5 and the pyranoacridinone6; dehydration of the latter compound gave noracronycine (10).
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