Abstract
AbstractThe acylation of 4‐hydroxy‐6‐melhyl‐2‐pyrone (1) and 4‐hydroxy‐6‐phenyl‐2‐pyrone (XXII) with aliphatic acid anhydrides, or with aliphatic acid chlorides in trifluoroacetic acid, has been found to product; first the corresponding ester, which then rearranges, partially or wholly, depending on the conditions and on the nature of the acyl moiety, to form the corresponding 3‐acylpyrone. With aromatic acid chlorides in pyridine or in trichloroacetic acid only the corresponding ester was obtained. These esters, however, could be rearranged to the corresponding 3‐acylpyrones with aluminum chloride. Acetoaeetylation of 1 and 4‐hydroxycoumarin (XXIX) with diketene gave, in both cases, the C‐acetoacetylated product.
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