Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles
Publication type: Journal Article
Publication date: 1999-04-01
scimago Q3
wos Q3
SJR: 0.333
CiteScore: 3.7
Impact factor: 1.9
ISSN: 00221139, 18733328
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Reaction of five (3-oxo-4,4,4-trifluorobutanoyl)heterocycles with hydrazine hydrate under mild conditions gave the corresponding 3-heterocyclyl-5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles. Thermal elimination of water from the 3-(thien-2-yl), 3-(pyridin-2-yl) and 3-(pyridin-4-yl) compounds readily gave the corresponding pyrazoles but acid catalysis was required to form 3-(benzothiazol-2-yl)-5-trifluoromethylpyrazole and 3-(1-methylbenzimidazol-2-yl)-5-trifluoromethylpyrazole. More forcing conditions were required for the analogous dehydration/aromatisations giving 3,5-bis(trifluoromethyl)-1-(4-nitrophenyl)pyrazole and 3,5-bis(trifluoromethyl)-1-pentafluorophenylpyrazole.
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71
Total citations:
71
Citations from 2024:
1
(1.41%)
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GOST
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Singh S. P. et al. Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles // Journal of Fluorine Chemistry. 1999. Vol. 94. No. 2. pp. 199-203.
GOST all authors (up to 50)
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Singh S. B., Kumar D., Jones B., Threadgill M. D. Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles // Journal of Fluorine Chemistry. 1999. Vol. 94. No. 2. pp. 199-203.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/S0022-1139(99)00011-1
UR - https://doi.org/10.1016/S0022-1139(99)00011-1
TI - Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles
T2 - Journal of Fluorine Chemistry
AU - Singh, Shiv Brat
AU - Kumar, Dalip
AU - Jones, Brian
AU - Threadgill, Michael D.
PY - 1999
DA - 1999/04/01
PB - Elsevier
SP - 199-203
IS - 2
VL - 94
SN - 0022-1139
SN - 1873-3328
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1999_Singh,
author = {Shiv Brat Singh and Dalip Kumar and Brian Jones and Michael D. Threadgill},
title = {Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles},
journal = {Journal of Fluorine Chemistry},
year = {1999},
volume = {94},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/S0022-1139(99)00011-1},
number = {2},
pages = {199--203},
doi = {10.1016/S0022-1139(99)00011-1}
}
Cite this
MLA
Copy
Singh, Shiv P., et al. “Formation and dehydration of a series of 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazoles.” Journal of Fluorine Chemistry, vol. 94, no. 2, Apr. 1999, pp. 199-203. https://doi.org/10.1016/S0022-1139(99)00011-1.