Springer Nature
Chemistry of Heterocyclic Compounds
,  volume 52 ,  issue 9 ,  pages 721-726

Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines

Publication type: Journal Article
Publication date: 2016-09-01
Springer Nature
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The reaction of 2-azidobenzaldehydes with 2-thioamides of cyanoacetic acid proceeds without a solvent and base at 80–90°C selectively by one of the possible routes to form tetrazolo[1,5-a]quinolines. The proposed mechanism of the reaction involves the Knoevenagel condensation and subsequent intramolecular [3+2] cycloaddition of the azide group at the C≡N bond of an intermediate acrylonitrile.
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GOST Copy
Filimonov V. O. et al. Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 9. pp. 721-726.
GOST all authors (up to 50) Copy
Filimonov V. O., Abaev V. T., Beryozkina T. V., Galata K. A., Slepukhin P. A., Kostenko M. A., Berseneva V. S. Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines // Chemistry of Heterocyclic Compounds. 2016. Vol. 52. No. 9. pp. 721-726.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1007/s10593-016-1954-z
UR - https://doi.org/10.1007/s10593-016-1954-z
TI - Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines
T2 - Chemistry of Heterocyclic Compounds
AU - Filimonov, Valeriy O
AU - Abaev, Vladimir T
AU - Beryozkina, Tetyana V
AU - Galata, Kristina A
AU - Slepukhin, Pavel A.
AU - Kostenko, Maria A
AU - Berseneva, Vera S
PY - 2016
DA - 2016/09/01
PB - Springer Nature
SP - 721-726
IS - 9
VL - 52
SN - 0009-3122
SN - 1573-8353
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2016_Filimonov,
author = {Valeriy O Filimonov and Vladimir T Abaev and Tetyana V Beryozkina and Kristina A Galata and Pavel A. Slepukhin and Maria A Kostenko and Vera S Berseneva},
title = {Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines},
journal = {Chemistry of Heterocyclic Compounds},
year = {2016},
volume = {52},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-016-1954-z},
number = {9},
pages = {721--726},
doi = {10.1007/s10593-016-1954-z}
}
MLA
Cite this
MLA Copy
Filimonov, Valeriy O., et al. “Tandem Knoevenagel Condensation and Intramolecular Cycloaddition Reactions of 2-Azidobenzaldehydes with 2-Cyanoacetamides in the Synthesis of 4-Thiocarbamoyltetrazolo-[1,5-a]Quinolines.” Chemistry of Heterocyclic Compounds, vol. 52, no. 9, Sep. 2016, pp. 721-726. https://doi.org/10.1007/s10593-016-1954-z.