CARBON–CARBON DOUBLE BOND ISOMERIZATION IN HETEROCYCLIC HYDRAZINE DERIVATIVES

Authors

  • Mihkel Ilisson Institute of Chemistry, University of Tartu, 14a Ravila, Tartu 50411
  • Kristjan Tomson Institute of Chemistry, University of Tartu, 14a Ravila, Tartu 50411
  • Tarmo Tamm Institute of Technology, University of Tartu, 1 Nooruse, Tartu 50411
  • Uno Mäeorg Institute of Chemistry, University of Tartu, 14a Ravila, Tartu 50411

DOI:

https://doi.org/10.1007/4521

Keywords:

heterocyclic chemistry, hydrazine derivatives, isomerization, homogeneous catalysis, enamides

Abstract

Double bond isomerization by in situ generated ruthenium hydride catalyst in 6- to 9-membered hydrazine heterocycles including an endocyclic N–N bond was investigated. Based on the results of the experiments, a conclusion was made that the generation of resonancestabilized enehydrazides is generally favored, but in some cases, the reaction pathway is presumably also highly dependent of steric interactions. With the current method, two novel enehydrazide heterocycles and one enehydrazine heterocycle were produced and characterized.

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Published

2018-06-28

Issue

Vol. 54 No. 5 (2018)

Section

Short Communications