54-20-6Relevant articles and documents
Polyfluorinated enamines. New methods for the synthesis of 5-trifluoromethyluracil
Popov,Pushin,Luzina
, p. 1232 - 1233 (1998)
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Facile perfluoroalkylation of uracils and uridines at the C-5 position
Nishida, Masakazu,Fujii, Shozo,Kimoto, Hiroshi,Hayakawa, Yoshio,Sawada, Hideo,Cohen, Louis A.
, p. 43 - 52 (1993)
Perfluoroalkylation at the C-5 position of uracil has been achieved in yields of 38-56percent by the reaction of its bis(trimethylsilyl) derivative with bis(perfluoroalkanoyl) peroxides and the hydrolytic deprotection of the silylated products.A substituent or nitrogen replacement at C-6 does not interfere with perfluoroalkylation at C-5, but no significant reaction occurs at C-6 when C-5 is blocked.
Au@ZnO Core-Shell: Scalable Photocatalytic Trifluoromethylation Using CF3CO2Na as an Inexpensive Reagent under Visible Light Irradiation
Bazyar, Zahra,Hosseini-Sarvari, Mona
supporting information, p. 2345 - 2353 (2019/10/16)
Trifluoromethylation is of significant importance for the synthesis of many small molecules vital for medicinal and agrochemical research. The importance of the CF3 group as well as the related synthetic challenges is so evident that many reagents have been reported for the synthesis of trifluoromethylated compounds, but these typical reagents are expensive and the methods for preparing them are difficult. Here, we report a new scalable and operationally simple trifluoromethylation reaction using sodium trifluoroacetate as a reagent and Au-modified ZnO as a photocatalyst under visible light irradiation. The reaction proceeds via trifluoromethylation of a broad range of aryl halides, arylboronic acids, and arene and heteroarene substrates. Some pharmaceutical and agrochemical compounds have been trifluoromethylated directly to demonstrate the applicability of the method.
Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes
Ghosh, Indrajit,Khamrai, Jagadish,Savateev, Aleksandr,Shlapakov, Nikita,Antonietti, Markus,K?nig, Burkhard
, p. 360 - 366 (2019/08/15)
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.
Synthetic method of 5-trifluoromethyl uracil
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Paragraph 0023; 0026; 0029; 0032; 0033; 0034; 0035; 0038, (2018/09/21)
The invention discloses a synthetic method of 5-trifluoromethyl uracil prepared under simple and convenient conditions. The synthetic method is characterized in that starting from uracil and trifluoroiodomethane, after alkali is added, the 5-trifluoromethyl uracil is efficiently obtained under the irradiation of visible light. Some of products obtained are listed drug molecules or important pharmaceutical intermediates. The synthetic method has the benefits that the uracil and the trifluoroiodomethane which are cheap and easy to obtain are used as raw materials; in the reaction process, only the illumination is required, and the cheap alkali is added without the use of a catalyst; during the mass production, a solvent can be recovered through a vacuum distillation method; the synthetic method is green, economic and efficient in the whole production process and has very significant advantages compared with an existing production process.
