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


ABSTRACT: 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 AgNO3 (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.

SUBMITTER: Murata Y 

PROVIDER: S-EPMC9105704 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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

Murata Yuki Y   Tsuchida Saori S   Nezaki Rena R   Kitamura Yuki Y   Matsumura Mio M   Yasuike Shuji S  

RSC advances 20220513 23


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<sub>3</sub> (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 pr  ...[more]

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