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Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 10199-50-5 1-methyl-3-phenyl-1H-pyrazol-5-amine 
• 19849-01-5 4-bromo-1-methyl-3-phenyl-1H-pyrazol-5-amine 
• 128796-39-4 4-trifluoromethylphenylboronic acid 

Relevant academic research and scientific papers

4-Arylation of N-Acylamino- and Aminopyrazoles by the Suzuki-Miyaura Cross-Coupling Reaction

Halogenated aminopyrazoles have rarely been utilized in metal-catalysed cross-coupling reactions mainly due to the complexation of the aminopyrazoles to the metal center, which deactivates the catalyst. In this paper we reveal that the appropriate combination of palladium source and ligand enables efficient Suzuki-Miyaura cross-coupling reactions with even challenging substrates such as halogenated aminopyrazoles. The combination of Pd(OAc)2 and XPhos allowed efficient coupling of halogenated N-acetylaminopyrazoles, whereas XPhos Pd G2 was needed when unprotected aminopyrazoles were used. Generally, the halogenated aminopyrazoles underwent facile cross-coupling reactions with a range of aryl-, heteroaryl-, and styrylboronic acids and esters. The resulting biaryl, bisheteroaryl, or arylalkenyl derivatives were obtained in good-to-high isolated yields.

Catalytic system for inhibition of amination-type reaction and palladium-catalysed direct arylation using non-protected pyrazole derivatives

The palladium-catalysed direct arylation at C-4 of non-protected 5-aminopyrazoles was found to proceed in high yields using a variety of aryl bromides. The choice of potassium acetate as the base was found to be crucial to inhibit the amination reaction a