New efficient synthetic routes to trifluoromethyl substituted pyrazoles and corresponding β-diketones
Tetrahedron Letters, ISSN: 0040-4039, Vol: 57, Issue: 14, Page: 1555-1559
2016
- 16Citations
- 25Captures
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Article Description
An improved and more efficient synthesis procedure for trifluoromethyl substituted pyrazoles, namely 3,5-bis(trifluoromethyl)-1 H -pyrazole ( 1a ), 5-(pentafluoroethyl)-3-(trifluoromethyl)-1 H -pyrazole ( 1b ), 5-(heptafluoropropyl)-3-(trifluoromethyl)-1 H -pyrazole ( 1c ), 5-(nonafluorobutyl)-3-(trifluoromethyl)-1 H -pyrazole ( 1d ), 5-phenyl-3-(trifluoromethyl)-1 H -pyrazole ( 1g ), 5-(pentafluorophenyl)-3-(trifluoromethyl)-1 H -pyrazole ( 1h ), 5-methyl-3- (trifluoromethyl)-1 H -pyrazole ( 1e ), and 5-( tert -butyl)-3-(trifluoromethyl)-1 H -pyrazole ( 1f ) is presented which starts from the corresponding β-diketones ( 2a – h ). In addition, the preparation of some of the corresponding diketones ( 2b – d and 2h ) is revisited with an emphasis on low-cost and easily available starting materials. All products were characterized using multinuclear ( 1 H, 13 C, 19 F) NMR spectroscopy. Additionally, thermal properties of synthesized pyrazoles were characterized using differential scanning calorimetry.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0040403916302015; http://dx.doi.org/10.1016/j.tetlet.2016.02.092; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=85033240136&origin=inward; https://linkinghub.elsevier.com/retrieve/pii/S0040403916302015; https://dx.doi.org/10.1016/j.tetlet.2016.02.092
Elsevier BV
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