SYNTHESIS OF NOVEL AZIDES AND TRIAZOLES ON THE BASIS OF 1<i>Н</i>-PYRAZOLE-3(5)-CARBOXYLIC ACIDS

Authors

  • Александр И. Далингер Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992
  • Алексей В. Медведько Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992
  • Александра И. Балалаева Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992
  • Ирина А. Вацадзе N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Игорь Л. Далингер N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Сергей З. Вацадзе Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992

DOI:

https://doi.org/10.1007/5488

Keywords:

azides, bispidines, pyrazole, catalysis, click chemistry, complexes, CuAAC reaction, [3 2] cycloaddition, ligands

Abstract

The goal of this work was to obtain novel ligands based on 1H-pyrazole-3(5)-carboxylic acids containing the triazole moiety at positions 3(5) 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.

Authors: Aleksander I. Dalinger, Alexey V. Medved'ko, Alexandra I. Balalaeva, Irina А. Vatsadze, Igor L. Dalinger, Sergey Z. Vatsadze*

Author Biographies

Александр И. Далингер, Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992

Александр Игоревич Далингер

аспирант кафедры органической химии

Алексей В. Медведько, Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992

Алексей Викторович Медведько

мнс кафедры органической химии

Александра И. Балалаева, Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992

Александра Игоревна Балалаева

студент кафедры органической химии

Ирина А. Вацадзе, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991

Ирина Анатольевна Вацадзе

мнс

Игорь Л. Далингер, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991

Игорь Львович Далингер

зав. лаб.

Сергей З. Вацадзе, Lomonosov Moscow State University 1, Build. 3, Leninskie gory, Moscow 119992

Сергей Зурабович Вацадзе

профессор кафедры органической химии

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Published

2020-02-28

Issue

Vol. 56 No. 2 (2020)

Section

Original Papers