Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles
Vladimir A Motornov
1, 2
,
Andrey A Tabolin
1
,
Roman G. Novikov
1, 3
,
Sema L. Ioffe
1
,
Ivan V Smolyar
5
,
Publication type: Journal Article
Publication date: 2017-12-06
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
New efficient synthesis of 4-fluoro-5-aryl-1,2,3-NH-triazoles was elaborated. The reaction of NaN3 with arylsubstituted α fluoronitroalkenes resulted in domino construction of target fluorinated triazoles. Sulfamic acid was found to be an effective promoter for this heterocyclization. It was demonstrated that subsequent functionalization of obtained triazoles proceeds highly regioselectively at the N-2 position. The observed regioselectivity was supported by DFT calculations.
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34
Total citations:
34
Citations from 2024:
7
(20.59%)
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GOST
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Motornov V. A. et al. Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 46. pp. 6851-6860.
GOST all authors (up to 50)
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Motornov V. A., Tabolin A. A., Novikov R. G., Nelyubina Y. V., Ioffe S. L., Smolyar I. V., Nenajdenko V. G. Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 46. pp. 6851-6860.
Cite this
RIS
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TY - JOUR
DO - 10.1002/ejoc.201701338
UR - https://doi.org/10.1002/ejoc.201701338
TI - Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles
T2 - European Journal of Organic Chemistry
AU - Motornov, Vladimir A
AU - Tabolin, Andrey A
AU - Novikov, Roman G.
AU - Nelyubina, Yulia V.
AU - Ioffe, Sema L.
AU - Smolyar, Ivan V
AU - Nenajdenko, Valentine G.
PY - 2017
DA - 2017/12/06
PB - Wiley
SP - 6851-6860
IS - 46
VL - 2017
SN - 1434-193X
SN - 1099-0690
ER -
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BibTex (up to 50 authors)
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@article{2017_Motornov,
author = {Vladimir A Motornov and Andrey A Tabolin and Roman G. Novikov and Yulia V. Nelyubina and Sema L. Ioffe and Ivan V Smolyar and Valentine G. Nenajdenko},
title = {Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles},
journal = {European Journal of Organic Chemistry},
year = {2017},
volume = {2017},
publisher = {Wiley},
month = {dec},
url = {https://doi.org/10.1002/ejoc.201701338},
number = {46},
pages = {6851--6860},
doi = {10.1002/ejoc.201701338}
}
Cite this
MLA
Copy
Motornov, Vladimir A., et al. “Synthesis and Regioselective N-2 Functionalization of 4-Fluoro-5-aryl-1,2,3-NH -triazoles.” European Journal of Organic Chemistry, vol. 2017, no. 46, Dec. 2017, pp. 6851-6860. https://doi.org/10.1002/ejoc.201701338.