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Potential of acetates and related compounds in glacial acetic acid as a catalyst for aldol-type condensation reactions was examined. Reactions of cycloalkanones or selected heteroaromatics with aldehydes in presence of 10 mol% of various acetates in acetic acid afforded α,α'-bis(substituted-benzylidene)cycloalkanones and substituted-benzylidene-mackinazolinones, respectively, in good yields. Among the compounds tested, ammonium acetate is the best and effective especially towards the reactions ofmackinazolinone and aliphatic aldehydes to afford 6-alkylidene-mackinazolinones.

Acetate-Promoted Aldol-Type Reaction: Scope and Reactivity of Acetates and Aldehydes