The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides
Lidiya N Dianova
1
,
Tetyana V Beryozkina
1
,
Zhijin Fan
2
,
Pavel А Slepukhin
3
,
Vasiliy А Bakulev
1
Publication type: Journal Article
Publication date: 2020-10-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The reaction of 5-amino-1-aryl-1,2,3-triazole-4-carbothioamides with sulfonyl chlorides and acetyl and benzoyl chlorides is accompanied by the Dimroth rearrangement and proceeds regiospecifically with the formation of 5-arylamino-2-sulfonyl(acyl)-1,2,3-triazoles. The reaction mechanism was confirmed by the synthesis of the target products via the reaction of 5-arylamino-1,2,3-triazole-4-carbothioamides with sulfonyl and acyl chlorides.
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Dianova L. N. et al. The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 10. pp. 1341-1347.
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Dianova L. N., Beryozkina T. V., Filimonov V. O., Fan Z., Slepukhin P. А., Bakulev V. А. The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides // Chemistry of Heterocyclic Compounds. 2020. Vol. 56. No. 10. pp. 1341-1347.
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TY - JOUR
DO - 10.1007/s10593-020-02820-3
UR - https://doi.org/10.1007/s10593-020-02820-3
TI - The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides
T2 - Chemistry of Heterocyclic Compounds
AU - Dianova, Lidiya N
AU - Beryozkina, Tetyana V
AU - Filimonov, Valeriy O
AU - Fan, Zhijin
AU - Slepukhin, Pavel А
AU - Bakulev, Vasiliy А
PY - 2020
DA - 2020/10/01
PB - Springer Nature
SP - 1341-1347
IS - 10
VL - 56
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2020_Dianova,
author = {Lidiya N Dianova and Tetyana V Beryozkina and Valeriy O Filimonov and Zhijin Fan and Pavel А Slepukhin and Vasiliy А Bakulev},
title = {The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides},
journal = {Chemistry of Heterocyclic Compounds},
year = {2020},
volume = {56},
publisher = {Springer Nature},
month = {oct},
url = {https://doi.org/10.1007/s10593-020-02820-3},
number = {10},
pages = {1341--1347},
doi = {10.1007/s10593-020-02820-3}
}
Cite this
MLA
Copy
Dianova, Lidiya N., et al. “The tandem Dimroth rearrangement and sulfonylation/acylation as regioselective method for the synthesis of 5-arylamino-2-sulfonyland 2-acyl-5-arylamino-1,2,3-triazole-4-carbothioamides.” Chemistry of Heterocyclic Compounds, vol. 56, no. 10, Oct. 2020, pp. 1341-1347. https://doi.org/10.1007/s10593-020-02820-3.
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