New efficient synthetic routes to trifluoromethyl substituted pyrazoles and corresponding β-diketones
2016
Grünebaum, Mariano | Buchheit, Annika | Günther, Christina | Wiemhöfer, Hans-D.
An improved and more efficient synthesis procedure for trifluoromethyl substituted pyrazoles, namely 3,5-bis(trifluoromethyl)-1H-pyrazole (1a), 5-(pentafluoroethyl)-3-(trifluoromethyl)-1H-pyrazole (1b), 5-(heptafluoropropyl)-3-(trifluoromethyl)-1H-pyrazole (1c), 5-(nonafluorobutyl)-3-(trifluoromethyl)-1H-pyrazole (1d), 5-phenyl-3-(trifluoromethyl)-1H-pyrazole (1g), 5-(pentafluorophenyl)-3-(trifluoromethyl)-1H-pyrazole (1h), 5-methyl-3- (trifluoromethyl)-1H-pyrazole (1e), and 5-(tert-butyl)-3-(trifluoromethyl)-1H-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 (1H, 13C, 19F) NMR spectroscopy. Additionally, thermal properties of synthesized pyrazoles were characterized using differential scanning calorimetry.
اظهر المزيد [+] اقل [-]الكلمات المفتاحية الخاصة بالمكنز الزراعي (أجروفوك)
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