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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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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. |
format | Online Article Text |
id | pubmed-9105704 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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