Abstract
Cinnamylation of 5,7-dihydroxy-2-methyl-isoflavone and chromone with cinnamyl alcohol in the presence of aqueous acetic acid yields 6,8-dicinnamyl- and 8-cinnamyl- derivatives, respectively. On the other hand, cinnamylation with cinnamyl bromide in the presence of methanolic sodium methoxide affords the corresponding 6-cinnamyl derivatives along with the same dicinnamyl derivatives. Cyclodehydrogenation of the monocinnamyl derivatives with DDQ is sluggish and gives the corresponding flavenes only in small yields.
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