Issue 23, 2022
From the journal:

RSC Advances

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

Yuki Murata, ORCID logo a   Saori Tsuchida,a   Rena Nezaki,a   Yuki Kitamura,a   Mio Matsumura ORCID logo *a  and  Shuji Yasuike ORCID logo *a  

* Corresponding authors

a School of Pharmaceutical Sciences, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya 464-8650, Japan
E-mail: m-matsu@dpc.agu.ac.jp, s-yasuik@dpc.agu.ac.jp

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.

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

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Article information

DOI
https://doi.org/10.1039/D2RA01685K
Article type
Paper
Submitted
16 Mar 2022
Accepted
28 Apr 2022
First published
13 May 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 14502-14508

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

Y. Murata, S. Tsuchida, R. Nezaki, Y. Kitamura, M. Matsumura and S. Yasuike, RSC Adv., 2022, 12, 14502 DOI: 10.1039/D2RA01685K

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