Synthesis and Characterization of Some Novel Multisubstituted 6,7-Dihydro-5H-cyclopenta[b]pyridine Derivatives

Abstract

In this study, we describe systematic preparation of a series of aryl-substituted pyridine derivatives. The 1,5-dicarbonyls (3a–i) were prepared in the solvent-free conditions starting from chalcone derivatives (1a–i). The target compounds, 4-aryl-2-(thiophen-3-yl)-6,7-dihydro-5H-cyclopenta[b]-pyridine derivatives (5a–i), were synthesized by a cyclization reaction of the 1,5-dicarbonyls (3a–i) with ammonium acetate (NH₄OAc) in acetic acid. The characterization of synthesized compounds was proved by elemental analyses, infrared, mass spectrometry, and ¹H and ¹³C NMR spectroscopy.

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GRAPHICAL ABSTRACT

Keywords:

• 4-Aryl-2-(thiophen-3-yl)-6,7-dihydro-5H-cyclopenta[b]-pyridine
• chalcone
• 1,5-dicarbonyl