842-55-7

Upstream product

• 2251-65-2 3-(Trifluoromethyl)benzoyl chloride 
• 108-88-3 toluene 
• 5720-05-8 4-methylphenylboronic acid 
• 58710-61-5 phenyl 3-(trifluoromethyl)benzoate 
• 106-38-7 para-bromotoluene 
• 29559-27-1 1-methyl-4-(nitromethyl)benzene 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 874-60-2 4-methyl-benzoyl chloride 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 454-92-2 3-(trifluoromethyl)benzoic acid 

Downstream Products

• 2647-36-1 3'-Trifluormethyl-benzophenon-carbonsaeure-⁽⁴⁾ 
• 6185-70-2 2-Brom-2-phenyl-1-p-tolyl-1-<3-trifluormethyl-phenyl>-aethylen 
• 6185-69-9 2-Phenyl-1-p-tolyl-1-<3-trifluormethyl-phenyl>-aethylen 

Relevant academic research and scientific papers

Suzuki-Miyaura cross-coupling of esters by selective O-C(O) cleavage mediated by air- And moisture-stable [Pd(NHC)(μ-Cl)Cl]2precatalysts: Catalyst evaluation and mechanism

The cross-coupling of aryl esters has emerged as a powerful platform for the functionalization of otherwise inert acyl C-O bonds in chemical synthesis and catalysis. Herein, we report a combined experimental and computational study on the acyl Suzuki-Miyaura cross-coupling of aryl esters mediated by well-defined, air- and moisture-stable Pd(ii)-NHC precatalysts [Pd(NHC)(μ-Cl)Cl]2. We present a comprehensive evaluation of [Pd(NHC)(μ-Cl)Cl]2 precatalysts and compare them with the present state-of-the-art [(Pd(NHC)allyl] precatalysts bearing allyl-type throw-away ligands. Most importantly, the study reveals [Pd(NHC)(μ-Cl)Cl]2 as the most reactive precatalysts discovered to date in this reactivity manifold. The unique synthetic utility of this unconventional O-C(O) cross-coupling is highlighted in the late-stage functionalization of pharmaceuticals and sequential chemoselective cross-coupling, providing access to valuable ketone products by a catalytic mechanism involving Pd insertion into the aryl ester bond. Furthermore, we present a comprehensive study of the catalytic cycle by DFT methods. Considering the clear advantages of [Pd(NHC)(μ-Cl)Cl]2 precatalysts on several levels, including facile one-pot synthesis, superior atom-economic profile to all other Pd(ii)-NHC catalysts, and versatile reactivity, these should be considered as the 'first-choice' catalysts for all routine applications in ester O-C(O) bond activation.

Palladium-Catalyzed α-Arylation of Aryl Nitromethanes

Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.

Discovery of trypanocidal thiosemicarbazone inhibitors of rhodesain and TbcatB

Human African trypanosomiasis (HAT) is caused by the protozoan parasite Trypanosoma brucei. The cysteine proteases of T. brucei have been shown to be crucial for parasite replication and represent an attractive point for therapeutic intervention. Herein we describe the synthesis of a series of thiosemicarbazones and their activity against the trypanosomal cathepsins TbcatB and rhodesain, as well as human cathepsins L and B. The activity of these compounds was determined against cultured T. brucei, and specificity was assessed with a panel of four mammalian cell lines.