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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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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
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author Murata, Yuki
Tsuchida, Saori
Nezaki, Rena
Kitamura, Yuki
Matsumura, Mio
Yasuike, Shuji
author_facet Murata, Yuki
Tsuchida, Saori
Nezaki, Rena
Kitamura, Yuki
Matsumura, Mio
Yasuike, Shuji
author_sort Murata, Yuki
collection PubMed
description 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.
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spelling pubmed-91057042022-06-13 Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils Murata, Yuki Tsuchida, Saori Nezaki, Rena Kitamura, Yuki Matsumura, Mio Yasuike, Shuji RSC Adv Chemistry 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. The Royal Society of Chemistry 2022-05-13 /pmc/articles/PMC9105704/ /pubmed/35702214 http://dx.doi.org/10.1039/d2ra01685k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Murata, Yuki
Tsuchida, Saori
Nezaki, Rena
Kitamura, Yuki
Matsumura, Mio
Yasuike, Shuji
Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title_full Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title_fullStr Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title_full_unstemmed Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title_short Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
title_sort silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9105704/
https://www.ncbi.nlm.nih.gov/pubmed/35702214
http://dx.doi.org/10.1039/d2ra01685k
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