Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde
1
Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius in Trnava, Trnava, Slovak Republic
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Publication type: Journal Article
Publication date: 2006-06-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The Knoevenagel condensations of 5-[3-(trifluoromethyl)phenyl]furan-2-carbaldehyde with seven compounds containing an active methyl or methylene group have been studied. The compounds used were: methyl 2-cyanoacetate, malononitrile, 2-furylacetonitrile, acetophenone, 2-thioxo-1,3-thiazolidin-4-one (rhodanine), 5,5-dimethylcyclohexane-1,3-dione (dimedone), and methyl 2-azidoacetate. The effect of microwave irradiation on the condensation reactions was studied and compared with “’classical”’ conditions. Thermolysis of methyl 2-azido-3-{5-[3-(trifluoromethyl)phenyl]-2-furyl}propenoate afforded methyl 2-[3-(trifluoromethyl)phenyl)]-4H-furo[3,2-b]pyrrole-5-carboxylate. (2E)-3-{ 5-[3-(Trifluoromethyl)phenyl]-2-furyl}propenoic acid was converted to the corresponding azide, which was cyclized on heating into 2-[3-(trifluoromethyl)phenyl)]-4,5-dihydrofuro[3,2-c]pyridin-4-one. The latter after successive action of POCl3 and NH2NH2-Pd/C gave 2-[3-(trifluoromethyl)-phenyl]furo[3,2-c]pyridine.
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Total citations:
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Citations from 2024:
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(16.67%)
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Gajdos P., Miklovič J., Krutosiková A. Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde // Chemistry of Heterocyclic Compounds. 2006. Vol. 42. No. 6. pp. 719-725.
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Gajdos P., Miklovič J., Krutosiková A. Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde // Chemistry of Heterocyclic Compounds. 2006. Vol. 42. No. 6. pp. 719-725.
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TY - JOUR
DO - 10.1007/s10593-006-0151-x
UR - https://doi.org/10.1007/s10593-006-0151-x
TI - Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde
T2 - Chemistry of Heterocyclic Compounds
AU - Gajdos, P
AU - Miklovič, J
AU - Krutosiková, A
PY - 2006
DA - 2006/06/01
PB - Springer Nature
SP - 719-725
IS - 6
VL - 42
SN - 0009-3122
SN - 1573-8353
ER -
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BibTex (up to 50 authors)
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@article{2006_Gajdos,
author = {P Gajdos and J Miklovič and A Krutosiková},
title = {Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde},
journal = {Chemistry of Heterocyclic Compounds},
year = {2006},
volume = {42},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1007/s10593-006-0151-x},
number = {6},
pages = {719--725},
doi = {10.1007/s10593-006-0151-x}
}
Cite this
MLA
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Gajdos, P., et al. “Reactions of 5-[3-(trifluoromethyl)-phenyl]furan-2-carbaldehyde.” Chemistry of Heterocyclic Compounds, vol. 42, no. 6, Jun. 2006, pp. 719-725. https://doi.org/10.1007/s10593-006-0151-x.