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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 30, Number 4
BKCSDE 30(4)
April 20, 2009 

Acetate-Promoted Aldol-Type Reaction: Scope and Reactivity of Acetates and Aldehydes
Dong Hyeon Kim, A F M Motiur Rahman, Byeong Seon Jeong, Eung Seok Lee, Yurngdong Jahng*
Ammonium acetate, Aldol, 2,5-Bis-benzylidenecyclopentanone, 2,6-Bis-benzylidenecyclohexanone, Mackinazolinone
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 of mackinazolinone and aliphatic aldehydes to afford 6-alkylidenemackinazolinones.
797 - 802
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