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http://dx.doi.org/10.5012/bkcs.2009.30.4.797

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

Kim, Dong-Hyeon (College of Pharmacy, Yeungnam University)
Rahman, A. F. M. Motiur (College of Pharmacy, Yeungnam University)
Jeong, Byeong-Seon (College of Pharmacy, Yeungnam University)
Lee, Eung-Seok (College of Pharmacy, Yeungnam University)
Jahng, Yurng-dong (College of Pharmacy, Yeungnam University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.4, 2009 , pp. 797-802 More about this Journal
Abstract
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.
Keywords
Ammonium acetate; Aldol; 2,5-Bis-benzylidenecyclopentanone; 2,6-Bis-benzylidenecyclohexanone; Mackinazolinone;
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