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<p>The reaction of 10-(chloroacetyl)phenothiazine with 4-aryl-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles in DMF under mild conditions (25 °C, 1 h, KOH—MeOH) affords unsubstituted phenothiazine and methyl 3-amino-4-aryl-5,6,7,8-tetrahydrothieno[2,3-<i>b</i>]quinoline-2-carboxylates. The plausible reaction mechanism is discussed. The structures of the new compounds were confirmed by IR and NMR spectroscopy and X-ray diffraction analysis.</p>

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Unexpected result of KOH—MeOH-promoted Thorpe—Ziegler heterocyclization of N-[(3-cyanoquinolin-2-yl)thio]acetylphenothiazines

  • 期刊论文

  • 发表日期：

    2026年1月1日

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  • Vl. K. Kindop,
  • V. K. Kindop,
  • V. V. Dotsenko,
  • D. Yu. Lukina,
  • N. A. Aksenov,
  • I. V. Aksenova

摘要

The reaction of 10-(chloroacetyl)phenothiazine with 4-aryl-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles in DMF under mild conditions (25 °C, 1 h, KOH—MeOH) affords unsubstituted phenothiazine and methyl 3-amino-4-aryl-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxylates. The plausible reaction mechanism is discussed. The structures of the new compounds were confirmed by IR and NMR spectroscopy and X-ray diffraction analysis.