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Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols
A novel and efficient method of visible-light-induced C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols is developed. This approach uses readily available fluoroalkyl alcohols as fluoroalkoxylation reagents and displays a wide substrate scope, providing the fluoroalkoxylated...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9047172/ https://www.ncbi.nlm.nih.gov/pubmed/35494590 http://dx.doi.org/10.1039/c9ra10194b |
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author | Xu, Xiaobo Xia, Chengcai Li, Xiaojun Sun, Jian Hao, Liqiang |
author_facet | Xu, Xiaobo Xia, Chengcai Li, Xiaojun Sun, Jian Hao, Liqiang |
author_sort | Xu, Xiaobo |
collection | PubMed |
description | A novel and efficient method of visible-light-induced C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols is developed. This approach uses readily available fluoroalkyl alcohols as fluoroalkoxylation reagents and displays a wide substrate scope, providing the fluoroalkoxylated products in moderate to good yields. Compared with the previous method, such a transformation uses oxygen as an oxidant, which avoids the utilization of plenty of PhI(TFA)(2). In addition, this strategy also gives a practical tool for the rapid synthesis of histamine-4 receptor antagonist and new N-containing bidentate ligands. A radical mechanism was suggested according to the results of control experiments. |
format | Online Article Text |
id | pubmed-9047172 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90471722022-04-28 Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols Xu, Xiaobo Xia, Chengcai Li, Xiaojun Sun, Jian Hao, Liqiang RSC Adv Chemistry A novel and efficient method of visible-light-induced C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols is developed. This approach uses readily available fluoroalkyl alcohols as fluoroalkoxylation reagents and displays a wide substrate scope, providing the fluoroalkoxylated products in moderate to good yields. Compared with the previous method, such a transformation uses oxygen as an oxidant, which avoids the utilization of plenty of PhI(TFA)(2). In addition, this strategy also gives a practical tool for the rapid synthesis of histamine-4 receptor antagonist and new N-containing bidentate ligands. A radical mechanism was suggested according to the results of control experiments. The Royal Society of Chemistry 2020-01-09 /pmc/articles/PMC9047172/ /pubmed/35494590 http://dx.doi.org/10.1039/c9ra10194b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Xu, Xiaobo Xia, Chengcai Li, Xiaojun Sun, Jian Hao, Liqiang Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title | Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title_full | Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title_fullStr | Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title_full_unstemmed | Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title_short | Visible-light-induced aerobic C3–H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols |
title_sort | visible-light-induced aerobic c3–h fluoroalkoxylation of quinoxalin-2(1h)-ones with fluoroalkyl alcohols |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9047172/ https://www.ncbi.nlm.nih.gov/pubmed/35494590 http://dx.doi.org/10.1039/c9ra10194b |
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