volume 42 issue 11 pages 1427-1434

Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles

T I Vakulskaya 1
I.A. TITOVA 1
L I Larina 1
O N Verkhozina 1
G V Dolgushin 1
V.A Lopyrev 1
Publication typeJournal Article
Publication date2006-11-01
scimago Q4
wos Q4
SJR0.243
CiteScore2.7
Impact factor1.0
ISSN00093122, 15738353
Organic Chemistry
Abstract
The vicarious nucleophilic substitution of hydrogen in symmetrical and vicinal nitrotriazoles by 1,1,1-trimethylhydrazinium iodide in t-BuOK/DMSO was studied by ESR. In the ESR monitoring of the reactions the primary radical-anions of 4-nitro-2-phenyl-1,2,3-triazole and 1-methyl-3-nitro-1,2,4-triazole were detected and characterized. It was shown by NMR that the amination of 4-nitro-2-phenyl-1,2,3-triazole takes place exclusively in the triazole ring with the formation of 5-amino-4-nitro-2-phenyl-1,2,3-triazole. 1-Methyl-3-nitro-1,2,4-triazole, like 3-nitro-1,2,4-triazole, does not form amination products. A possible mechanism for the vicarious C-amination of nitrotriazoles and the formation of the radical-anions of the substrates is discussed.
Found 
Found 

Top-30

Journals

1
2
3
Topics in Heterocyclic Chemistry
3 publications, 25%
Magnetochemistry
1 publication, 8.33%
Chemistry - A European Journal
1 publication, 8.33%
Organic and Biomolecular Chemistry
1 publication, 8.33%
Advances in Heterocyclic Chemistry
1 publication, 8.33%
Journal of Heterocyclic Chemistry
1 publication, 8.33%
Russian Chemical Reviews
1 publication, 8.33%
1
2
3

Publishers

1
2
3
Springer Nature
3 publications, 25%
Wiley
2 publications, 16.67%
MDPI
1 publication, 8.33%
Royal Society of Chemistry (RSC)
1 publication, 8.33%
Elsevier
1 publication, 8.33%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 8.33%
1
2
3
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
12
Share
Cite this
GOST |
Cite this
GOST Copy
Vakulskaya T. I. et al. Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles // Chemistry of Heterocyclic Compounds. 2006. Vol. 42. No. 11. pp. 1427-1434.
GOST all authors (up to 50) Copy
Vakulskaya T. I., TITOVA I., Larina L. I., Verkhozina O. N., Dolgushin G. V., Lopyrev V. Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles // Chemistry of Heterocyclic Compounds. 2006. Vol. 42. No. 11. pp. 1427-1434.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1007/s10593-006-0259-z
UR - https://doi.org/10.1007/s10593-006-0259-z
TI - Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles
T2 - Chemistry of Heterocyclic Compounds
AU - Vakulskaya, T I
AU - TITOVA, I.A.
AU - Larina, L I
AU - Verkhozina, O N
AU - Dolgushin, G V
AU - Lopyrev, V.A
PY - 2006
DA - 2006/11/01
PB - Springer Nature
SP - 1427-1434
IS - 11
VL - 42
SN - 0009-3122
SN - 1573-8353
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2006_Vakulskaya,
author = {T I Vakulskaya and I.A. TITOVA and L I Larina and O N Verkhozina and G V Dolgushin and V.A Lopyrev},
title = {Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles},
journal = {Chemistry of Heterocyclic Compounds},
year = {2006},
volume = {42},
publisher = {Springer Nature},
month = {nov},
url = {https://doi.org/10.1007/s10593-006-0259-z},
number = {11},
pages = {1427--1434},
doi = {10.1007/s10593-006-0259-z}
}
MLA
Cite this
MLA Copy
Vakulskaya, T. I., et al. “Radical-anions in the vicarious C-amination reactions of N-substituted nitrotriazoles.” Chemistry of Heterocyclic Compounds, vol. 42, no. 11, Nov. 2006, pp. 1427-1434. https://doi.org/10.1007/s10593-006-0259-z.