The selective acylation of the aromatic ring of N-phenethyl enaminones is reported. A number of substituents in the β-enaminone structure and in the benzene ring have been prepared from different dicarbonyl compounds and carboxylic acids.
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A series of 1-substituted isochromanes has been synthesized from the corresponding alkyl 2-acylphenylacetates 3, by reduction and cyclization with a catalytic amount of p-toluenesulfonic acid monohydrate (PTSA), as compounds with potential antitumor activity and N-bearing heterocycle analogues.
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