Three-step synthesis of 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives

✍ Scribed by Hayreddin Gezegen; Alparslan Dingil; Mustafa Ceylan

• Book ID: 102344018
• Publisher: Journal of Heterocyclic Chemistry
• Year: 2010
• Tongue: English
• Weight: 121 KB
• Volume: 47
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.409

✦ Synopsis

Abstract

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Addition of cylohexanone to chalcones, obtained from the appropriate acetophenone and benzaldehyde derivatives, under solvent‐free conditions gave 1,5‐diketones in good yields. Treatment of 1,5‐diketones with ammonium acetate in acetic acid afforded directly 2,4‐diaryl‐5,6,7,8‐tetrahydroquinoline derivatives 7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l, 7m, 7n, 7o, 7p, 7r, 7s, 7t, 7u in high yields. The structures of 7a, 7b, 7c, 7d, 7e, 7f, 7g, 7h, 7i, 7j, 7k, 7l, 7m, 7n, 7o, 7p, 7r, 7s, 7t, 7u were elucidated by ^1^H NMR, ^13^C NMR, IR, and elemental analysis. J. Heterocyclic Chem., (2010).