Pyrylium salts formed by diacylation of olefins—XV

Add time:07/22/2019    Source:sciencedirect.com

One mole of 4-chloro-3,4-dimethyl-2-pentanone was acetylated with two moles labeled acetyl chloride or acetic anhydride of specific activity a in the presence of aluminium chloride or zinc chloride, respectively. The 2,3,4,6-tetramethylpyrylium salt formed in the latter case has a specific activity a, as expected, but the 2,6-dimethyl-4-ethylpyrylium salt formed in the former case has a specific activity of 1.33a, therefore in the presence of aluminium chloride the acylation of olefins to β-chloroketones is reversible.

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