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Abstract <p>The three-component condensation of phenyl-substituted 1,3-dicarbonyl compounds, α,β-un­saturated aldehydes, and 2-(aminomethyl)aniline under mild conditions resulted in regio- and chemoselective formation of tetrahydro-7<i>H</i>-pyrido[2,1-<i>b</i>]quinazoline derivatives as mixtures of <i>trans</i> and <i>cis</i> diastereomers, most of which were isolated as individual isomers. Their steric structure was determined by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, including two-dimensional <sup>1</sup>H–<sup>13</sup>C HSQC/HMBC and <sup>1</sup>H–<sup>1</sup>H NOESY experiments, as well as by X-ray analysis.</p>

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Three-Component Cyclization of Phenyl 1,3-Dicarbonyls with α,β-Enaldehydes and 2-(Aminomethyl)aniline to Pyrido[2,1-b]quinazolines

  • 期刊论文

  • 发表日期：

    2025年7月1日

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  • S. O. Kushch,
  • M. V. Goryaeva,
  • Ya. V. Burgart,
  • M. A. Ezhikova,
  • M. I. Kodess,
  • P. A. Slepukhin,
  • O. V. Koryakova,
  • I. N. Ganebnykh,
  • V. I. Saloutin

摘要

Abstract

The three-component condensation of phenyl-substituted 1,3-dicarbonyl compounds, α,β-un­saturated aldehydes, and 2-(aminomethyl)aniline under mild conditions resulted in regio- and chemoselective formation of tetrahydro-7H-pyrido[2,1-b]quinazoline derivatives as mixtures of trans and cis diastereomers, most of which were isolated as individual isomers. Their steric structure was determined by 1H and 13C NMR spectroscopy, including two-dimensional 1H–13C HSQC/HMBC and 1H–1H NOESY experiments, as well as by X-ray analysis.