NDLI: Synthesis of tetra-substituted 5-trifluoromethylpyrazoles via sequential halogenation/palladium-catalyzed C-C and C-N cross-coupling.

Content Provider	Semantic Scholar
Author	Wiethan, Carson Wanderley Rosa, Wilian C. Bonacorso, Helio G. Stradiotto, Mark
Copyright Year	2016
Abstract	A mild and efficient protocol for the assembly of tetra-substituted 5-trifluoromethylpyrazoles is presented, involving halogenation at the 4-position of readily prepared tri-substituted 5-trifluoromethylpyrazoles to give 4-halo-1-phenyl-5-trifluoromethyl pyrazoles, and subsequent palladium-catalyzed Negishi or Buchwald-Hartwig cross-couplings to install carbon or nitrogen-based 4-substituents. Key to the success of these challenging cross-couplings is the use of XPhos and JosiPhos CyPF-tBu ligands, respectively.
Starting Page	200
Ending Page	209
Page Count	10
File Format	PDF HTM / HTML
Alternate Webpage(s)	http://www.rsc.org/suppdata/c5/ob/c5ob02390d/c5ob02390d1.pdf
PubMed reference number	26810466v1
Alternate Webpage(s)	https://doi.org/10.1039/c5ob02390d
DOI	10.1039/c5ob02390d
Journal	Organic & biomolecular chemistry
Volume Number	14
Issue Number	7
Language	English
Access Restriction	Open
Subject Keyword	Ligands Palladium Pyrazoles Tetracycline Trimipramine
Content Type	Text
Resource Type	Article

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Synthesis of tetra-substituted 5-trifluoromethylpyrazoles via sequential halogenation/palladium-catalyzed C-C and C-N cross-coupling.