RECYCLIZATION OF 1,4-DIHYDROPYRIDINE DERIVATIVES IN ACIDIC MEDIUM

Authors

  • С. Ступникова Latvian Institute of Organic Synthesis, Riga, LV-1006
  • Е. Петушкова Latvian Institute of Organic Synthesis, Riga, LV-1006
  • Д. Муцениеце Latvian Institute of Organic Synthesis, Riga, LV-1006
  • В. Лусис Latvian Institute of Organic Synthesis, Riga, LV-1006

DOI:

https://doi.org/10.1007/7699

Keywords:

1, 4-dihydropyridines, cyclohex-2-enones, recyclization, hydrolysis of enamines, elimination of carbonyl substituents

Abstract

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation  of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

How to Cite
Stupnikova, S.; Petushkova, E.; Muceniece, D.; Lūsis, V. Chem. Heterocycl. Compd. 2007, 43, 41. [Khim. Geterotsikl. Soedin. 2007, 49.]

For this article in the English edition see DOI 10.1007/s10593-007-0006-0


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Published

2023-04-05

Issue

No. 1 (2007)

Section

Original Papers