Synthesis of Novel Azides and Triazoles on the Basis of 1 x43d;-Pyrazole-3(5)-Carboxylic Acids

The goal of this work was to obtain novel ligands basedis on 1H-pyrazole-3(5)-carboxylic acids containing the triazole moiety at positions 3(6) or 4. Another goal was to study the possibility of joining pyrazole carboxylic acid fragments with various framework structures to create polychelated ligan...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 56; no. 2; pp. 180 - 191
Main Authors Dalinger, Aleksander I., Medved'ko, Alexey V., Balalaeva, Alexandra I., Vatsadze, Irina A., Dalinger, Igor L., Vatsadze, Sergey Z.
Format Journal Article
LanguageEnglish
Published NEW YORK Springer Nature 01.02.2020
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ligands
NITROPYRAZOLES
pyrazole
catalysis
click chemistry
azides
IX
CuAAC reaction
LANTHANIDE PYRAZOLECARBOXYLATES
bispidines
DERIVATIVES
[3+2] cycloaddition
complexes
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Summary:The goal of this work was to obtain novel ligands basedis on 1H-pyrazole-3(5)-carboxylic acids containing the triazole moiety at positions 3(6) or 4. Another goal was to study the possibility of joining pyrazole carboxylic acid fragments with various framework structures to create polychelated ligands that can be used in medicinal chemistry and metal complex catalysis. Methods have been developed for the synthesis of previously unknown N-unsubstituted 5- and 4-azido-1H-pyrazole-3-carboxylic acids from the corresponding available amino derivatives in high yields. For the first time, the joining of bispidines to azoles was carried out using the copper-catalyzed [3+2] cycloaddition reaction.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-020-02643-2