ChemInform Abstract: Application of Baylis—Hillman Methodology in a Novel Synthesis of Quinoline Derivatives.

✍ Scribed by Oluwole B. Familoni; Perry T. Kaye; Phindile J. Klaas

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199912159

✦ Synopsis

Application of Baylis-Hillman Methodology in a Novel Synthesis of Quinoline Derivatives.

-Reaction of 2-nitrobenzaldehyde (I) with vinyl carbonyl compounds (II) in the presence of DABCO affords Baylis-Hillman products (III) which can be converted to quinoline derivatives [cf. (IV), (V), (VI), (X)] by catalytic reduction reactions. Similar reaction of 2-nitrobenzaldehyde (I) with vinyl ethyl ketone (XI) does not yield Baylis-Hillman products but affords the quinoline (XII) and the N-oxide (XIII). -