Pd-catalyzed cross-coupling reactions of halogenated 1-phenylpyrazol-3-ols and related triflates |
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Authors: | Egl? Arba?iauskien? Gernot A Eller Algirdas Ša?kus |
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Institution: | a Institute of Synthetic Chemistry, Kaunas University of Technology Radvilenu pl. 19, LT-50254 Kaunas, Lithuania b Department of Drug and Natural Product Synthesis, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria |
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Abstract: | 1-Phenyl-1H-pyrazol-3-ol was used as a versatile synthon for the preparation of various 1-phenyl-1H-pyrazole derivatives substituted at C-3 and C-4 of the pyrazole nucleus and at the phenyl ring para-position. Treatment of 1-phenyl-1H-pyrazol-3-ol with triflic anhydride in the presence of base gave 3-trifloyloxy pyrazole, while bromination and iodination yielded the corresponding halogenated derivatives. The obtained scaffolds were used in carbon-carbon bond forming Pd-catalyzed cross-coupling reactions to yield (het)aryl- and carbo-functionally substituted 1-phenyl-1H-pyrazoles. |
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