• Title/Summary/Keyword: 2,5-Bis-benzylidenecyclopentanone

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

  • Kim, Dong-Hyeon;Rahman, A. F. M. Motiur;Jeong, Byeong-Seon;Lee, Eung-Seok;Jahng, Yurng-dong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.4
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    • pp.797-802
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    • 2009
  • 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 ${\alpha},{\alpha}$'-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 of mackinazolinone and aliphatic aldehydes to afford 6-alkylidenemackinazolinones.