SYNTHESIS AND PROPERTIES OF 4,5-<i>trans</i>-2-ALKYLTHIO-3-СYANO-6-HYDROXY-6-METHYL-4-PHENYL-5-PYRIDINIO-1,4,5,6-TETRAHYDROPYRIDINE IODIDES

Authors

  • A. Krauze Latvian Institute of Organic Synthesis, Riga LV-1006
  • A. Ķеmmе Latvian Institute of Organic Synthesis, Riga LV-1006
  • G. Duburs Latvian Institute of Organic Synthesis, Riga LV-1006

Keywords:

iodoacetamide, 55-pyridiniopyridine iodides, tetrahydropyridine-2-thiolates, X-ray diffraction analysis

Abstract

Alkylation of 4,5-trans-4-aryl-3-cyano-6-hydroxy-6-methyl-5-pyridinio-1,4,5,6-tetrahydropyridine-2-thiolates 1, 2 was carried out. The presence of 5-pyridinio cation in thiolates 1, 2 as a strong electron-withdrawing group leads to a pronoun-ced enhancement of their stability to dehydration, but decreases their reactivity with electrophilic reagents. Steric structures of 2-alkуlthio-6-hydroxytetrahydro-pyridines 3-5 are discussed in the light of 1Н NMR spectra and crystal X-ray diffraction data.

How to Cite
Krauze, A.;  Ķemmе, A.; Duburs, G. Chem. Heterocycl. Compd. 2001, 37, 1541. [Khim. Geterotsikl. Soedin. 2001, 1693.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1014565428077

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Published

2001-12-25

Issue

No. 12 (2001)

Section

Original Papers