1427-14-1

Upstream product

• 1651-43-0 2-amino-N-phenyl-4-(trifluoromethyl)aniline 
• 75-36-5 acetyl chloride 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 
• 62-53-3 aniline 
• 331005-35-7 N-(2-bromo-5-(trifluoromethyl)phenyl)acetamide 
• 672-57-1 1-chloro-2-iodo-4-(trifluoromethyl)benzene 
• 14277-00-0 N-phenylacetamidine 
• 1519051-05-8 N'-(2-fluoro-5-(trifluoromethyl)phenyl)-N-phenylacetimidamide 
• 454-79-5 2-Bromo-5-trifluoromethylaniline 
• 2715-01-7 2-nitro-N-phenyl-4-(trifluoromethyl)aniline 

Relevant academic research and scientific papers

Iridium-catalyzed intramolecular C–N and C–O/S cross-coupling reactions: Preparation of benzoazole derivatives

The irdium-catalyzed intramolecular arylcarbon-hetero cross-coupling reactions with o-haloarylamides or o-haloarylamidine have been effectively achieved using KOAc and just 1 mol% catalyst. The [Ir(cod)Cl]2 was proved to be more potential for smoothly assembling functional structures benzimidazoles, benzoxazoles and benzothiazoles, which was superior to Cu- and Pd-catalyzed systems. Simultaneously, a concise and efficient synthesis of tafamidis was developed in 5-g scale.

Transition-metal-free synthesis of benzimidazoles mediated by KOH/DMSO

Benzimidazoles are prepared by intramolecular N-arylations of amidines mediated by potassium hydroxide in DMSO at 120 °C. In this manner, diversely substituted products have been obtained in moderate to very good yields.

Reactivity-controlled regioselectivity: A regiospecific synthesis of 1,2-disubstituted benzimidazoles

We demonstrate exceptional levels of regioselectivity in the tandem, animation reactions between 1,2-differentiated dihaloarenes and N-substituted amidines, The regiochemical outcome of this Cul-catalyzed reaction is achieved through a combination of N1/N2 chemoselectivity on the amidine and reactivity-controlled X1/X2 chemoselectivity on the 1,2-dihaloarene. This reaction proves to be fairly general for the regiospecific synthesis of 1,2-substituted benzimidazoles.

A palladium-catalyzed regiospecific synthesis of N-aryl benzimidazoles

(Chemical Equation Presented) Highly tolerated: A catalytic method employing [Pd2(dba)3] and XPhos or RuPhos permits the efficient synthesis of N-aryl benzimidazoles in regioisomerically pure form starting from ortho-halo-anilides (see scheme), and tolerates a wide range of functional groups, dba = trans,trans-dibenzylideneacetone.