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Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils

Herein, we describe a simple and general multi-component synthesis of 5-arylselanyluracils by the regioselective C–H selenation of uracils. Reactions of uracils with arylboronic acid and Se powder in the presence of AgNO(3) (10 mol%) at 120 °C under aerobic conditions afforded various 5-arylselanylu...

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Detalles Bibliográficos
Autores principales: Murata, Yuki, Tsuchida, Saori, Nezaki, Rena, Kitamura, Yuki, Matsumura, Mio, Yasuike, Shuji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9105704/
https://www.ncbi.nlm.nih.gov/pubmed/35702214
http://dx.doi.org/10.1039/d2ra01685k
Descripción
Sumario:Herein, we describe a simple and general multi-component synthesis of 5-arylselanyluracils by the regioselective C–H selenation of uracils. Reactions of uracils with arylboronic acid and Se powder in the presence of AgNO(3) (10 mol%) at 120 °C under aerobic conditions afforded various 5-arylselanyluracils. The source of the introduced selanyl group was prepared from a commercially available arylboronic acid and Se powder in the reaction system, thereby ensuring a simple and efficient protocol. This reaction represents the first example of the synthesis of a 5-arylselanyluracil in a multi-component system.