Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles
Alexey A Voronin
1
,
Michael S Klenov
1
,
Yurii A. Strelenko
1
,
Ivan V. Fedyanin
2
,
Vladimir A Tartakovsky
1
Publication type: Journal Article
Publication date: 2017-09-08
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
A two-step synthetic approach to previously unknown 1,2,3,4-tetrazine 1,3-dioxides annulated with 1(2)-aryl-1,2,3-triazoles was developed. The first step involved the formation of 5-amine-4-(tert-butyl-NNO-azoxy)-1(2)-aryl-1(2)H-1,2,3-triazoles starting from (tert-butyl-NNO-azoxy)acetonitrile. The second step included their cyclization to give the titled triazolotetrazines. Their structures were confirmed by 1H NMR, 13C NMR, and 14N NMR spectroscopy; HRMS; and X-ray diffraction studies. Common features and distinctions in the molecular structures of these compounds, including aromaticity, were explored.
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GOST
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Voronin A. A. et al. Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 33. pp. 4963-4971.
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Voronin A. A., Churakov A. M., Klenov M. S., Strelenko Y. A., Fedyanin I. V., Tartakovsky V. A. Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 33. pp. 4963-4971.
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RIS
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TY - JOUR
DO - 10.1002/ejoc.201700750
UR - https://doi.org/10.1002/ejoc.201700750
TI - Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles
T2 - European Journal of Organic Chemistry
AU - Voronin, Alexey A
AU - Churakov, Aleksandr M
AU - Klenov, Michael S
AU - Strelenko, Yurii A.
AU - Fedyanin, Ivan V.
AU - Tartakovsky, Vladimir A
PY - 2017
DA - 2017/09/08
PB - Wiley
SP - 4963-4971
IS - 33
VL - 2017
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2017_Voronin,
author = {Alexey A Voronin and Aleksandr M Churakov and Michael S Klenov and Yurii A. Strelenko and Ivan V. Fedyanin and Vladimir A Tartakovsky},
title = {Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles},
journal = {European Journal of Organic Chemistry},
year = {2017},
volume = {2017},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/ejoc.201700750},
number = {33},
pages = {4963--4971},
doi = {10.1002/ejoc.201700750}
}
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MLA
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Voronin, Alexey A., et al. “Synthesis of 1,2,3,4-Tetrazine 1,3-Dioxides Annulated with 1(2)-Aryl-1,2,3-triazoles.” European Journal of Organic Chemistry, vol. 2017, no. 33, Sep. 2017, pp. 4963-4971. https://doi.org/10.1002/ejoc.201700750.
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