Abstract
A novel protocol to synthesize 3,4’-biquinolines from 2-aminochalcones in the presence of a stoichiometric amount of sodium tert-butoxide as the nucleophilic promotor was developed. Conjugate addition of tert-butoxide to 2-aminochalcones provided the corresponding enolates, which underwent Michael addition to another molecule of 2-aminochalcone to afford a dimeric species of 2-aminochalcones. Subsequent cyclization between the amino and carbonyl groups followed by aromatization provides 3,4’-biquinoline products. Various 2-aminochalcones were submitted to this protocol and the desired 3,4’-biquinoline products were obtained in good to high yields in a short reaction time. (Figure presented.).
Original language | English |
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Pages (from-to) | 2360-2364 |
Number of pages | 5 |
Journal | Advanced Synthesis and Catalysis |
Volume | 361 |
Issue number | 10 |
DOIs | |
Publication status | Published - 2019 May 14 |
Keywords
- 2-Aminochalcones
- Biquinolines
- Dimerization
- Nucleophilic Catalyst
- tert-Butoxide
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry