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New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction

Anastasia Mikhailovna Gorbacheva 1
Anastasia Mikhailovna Gorbacheva
, 
Ivan A Krutov 1
Ivan A Krutov
, 
Nikolai Igorevich Vorozhtsov 1
Nikolai Igorevich Vorozhtsov
, 
Victor Nikolaevich Khrustalev 2, 3
Victor Nikolaevich Khrustalev
, 
Valentin Georgievich Nenajdenko 1
Valentin Georgievich Nenajdenko
10.1016/j.mencom.2021.01.014
Published 2020-12-30
Communication , Volume 31, Issue 1, 48-50
3
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Gorbacheva A. M. et al. New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 48-50.
GOST all authors (up to 50) Copy
Gorbacheva A. M., Krutov I. A., Vorozhtsov N. I., Khrustalev V. N., Nenajdenko V. G. New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 48-50.
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TY - JOUR
DO - 10.1016/j.mencom.2021.01.014
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.014
TI - New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction
T2 - Mendeleev Communications
AU - Gorbacheva, Anastasia Mikhailovna
AU - Krutov, Ivan A
AU - Vorozhtsov, Nikolai Igorevich
AU - Khrustalev, Victor Nikolaevich
AU - Nenajdenko, Valentin Georgievich
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 48-50
IS - 1
VL - 31
ER -
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@article{2020_Gorbacheva,
author = {Anastasia Mikhailovna Gorbacheva and Ivan A Krutov and Nikolai Igorevich Vorozhtsov and Victor Nikolaevich Khrustalev and Valentin Georgievich Nenajdenko},
title = {New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.014},
number = {1},
pages = {48--50},
doi = {10.1016/j.mencom.2021.01.014}
}
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Gorbacheva, Anastasia Mikhailovna, et al. “New family of polydentate tetrazole-pyrazoline ligands prepared by the azido-Ugi reaction.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 48-50. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.014.

Keywords

azido-Ugi reaction
copper complexes
isocyanides
ligands
Palladium complexes
pyrazolines
tetrazoles

Abstract

A new family of ligands containing fragments of tetrazole and pyrazoline was prepared in one step by the efficient azido-Ugi reaction of N-(arylidene)pyrazolinium salts with isocyanides and sodium azide in up to 86% yield. The utility of the ligands was demonstrated by the synthesis of coordination complexes with Cu and Pd.

References

1.
Tetrazoles via Multicomponent Reactions
Neochoritis C.G., Zhao T., Dömling A.
Chemical Reviews, 2019
2.
Medicinal chemistry of tetrazoles
Ostrovskii V.A., Trifonov R.E., Popova E.A.
Russian Chemical Bulletin, 2012
3.
Preparation of bis(5-phenyltetrazolato) Pt(II) and Pt(IV) analogues of transplatin and in vitro evaluation for antitumor activity
Perfahl S., Bodtke A., Pracharova J., Kasparkova J., Brabec V., Cuadrado J., Stürup S., Schulzke C., Bednarski P.J.
Inorganica Chimica Acta, 2017
4.
10.1016/j.mencom.2021.01.014_sbref0010c
Mashkovsky
Lekarstvennye sredstva (Medicines), 2017
5.
Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
Bosch L., Delelis O., Subra F., Deprez E., Witvrow M., Vilarrasa J.
Tetrahedron Letters, 2012
6.
Tetrazoles for biomedicine
Popova E.A., Trifonov R.E., Ostrovskii V.A.
Russian Chemical Reviews, 2019
10.
10.1016/j.mencom.2021.01.014_sbref0015d
Gulevich
Synlett, 2009
11.
The Ugi reaction with CF3-carbonyl compounds: effective synthesis of α-trifluoromethyl amino acid derivatives
Gulevich A.V., Shevchenko N.E., Balenkova E.S., Röschenthaler G., Nenajdenko V.G.
Tetrahedron, 2008
15.
Synthesis of Tetrazole-Derived Organocatalysts via Azido-Ugi Reaction with Cyclic Ketimines
Shmatova O.I., Nenajdenko V.G.
Journal of Organic Chemistry, 2013
17.
Six-Component Azido-Ugi Reaction: from Cyclic Ketimines to Bis-Tetrazole-Derived 5-7-Membered Amines
Kutovaya I.V., Zarezin D.P., Shmatova O.I., Nenajdenko V.G.
European Journal of Organic Chemistry, 2019
18.
Zarezin D.P., Shmatova O.I., Nenajdenko V.G.
Mendeleev Communications, 2018
19.
Synthesis and Some Reactions of 1-α-Cyanoalkyl(aralkyl)-2-pyrazolines
Vorozhtov N.I., Golubeva G.A.
Chemistry of Heterocyclic Compounds, 2005
20.
10.1016/j.mencom.2021.01.014_bib0035
Evans
Acta Crystallogr., 2006
21.
10.1016/j.mencom.2021.01.014_bib0040
Battye
Acta Crystallogr., 2011
22.
10.1016/j.mencom.2021.01.014_bib0045
Sheldrick
Acta Crystallogr., 2015