85199-75-3

Upstream product

• 874-14-6 1,3-dimethyluracil 
• 2926-29-6 Langlois reagent 

Downstream Products

• 1632165-11-7 1,3-dimethyl-6-(p-tolyl)-5-(trifluoromethyl)pyrimidine-2,4(1H,3H)dione 
• 874-14-6 1,3-dimethyluracil 
• 105202-39-9 1,3-dimethyl-6-p-tolylpyrimidine-2,4(1H,3H)-dione 
• 1632165-12-8 1,3,7,10-tetramethyldibenzo[f,h]quinazoline-2,4(1H,3H)-dione 
• 62880-87-9 (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,6'-bipyrimidine 
• 7033-42-3 (1,1',3,3')-tetramethyl-2,2',4,4'-(1H,1'H,3H,3'H)-tetraoxo-5,5'-bipyrimidine 
• 4869-45-8 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid 

Relevant academic research and scientific papers

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.

Photoorganocatalysed and visible light photoredox catalysed trifluoromethylation of olefins and (hetero)aromatics in batch and continuous flow

Trifluoromethylation of olefins and (hetero)aromatics with sodium triflinate as CF3 source and readily accessible benzophenone derivatives as photosensitisers has been developed in batch and flow. The use of an iridium-based photocatalyst enables the trifluoromethylation to proceed under visible light irradiation.

C-H trifluoromethylations of 1,3-dimethyluracil and reactivity of the products in C-H arylations

Diverse electrophilic, nucleophilic and radical C-H trifluoromethylations of 1,3-dimethyluracil were systematically studied in order to prepare either 5- or 6-(trifluoromethyl)uracil derivatives. Electrophilic reagents led only to dimeric bis-uracil products, whereas the radical trifluoromethylation by CF 3SO2Na in presence of t-BuOOH gave 1,3-dimethyl-5- (trifluoromethyl)uracil (2) in good yield. The 6-(trifluoromethyl)uracil derivative 3 was only prepared in low yield and in a mixture with 2 by Ir-catalyzed borylation followed by treatment with the Togni's reagent. Attempted Pd-catalyzed C-H arylations of 2 in the presence of Cs 2CO3 gave mixtures of de-trifluoromethylated products, whereas the reaction with 4-iodotoluene in the presence of CsF gave the desired 6-aryl-5-trifluoromethyluracil derivative 8 in moderate yield and the reaction was not general for other aryl halides.