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Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin

Bromoaryl compounds have attracted great attention in organic chemistry, especially for the synthesis of pharmaceutical intermediates. Herein, we demonstrated a novel and efficient bromination protocol of indazoles via C–H bond cleavage to give site-specific 3-bromide products that could be further...

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Detalles Bibliográficos
Autores principales: Ying, Shengneng, Liu, Xingru, Guo, Tao, Li, Xuan, Zhou, Min, Wang, Xia, Zhu, Mengxue, Jiang, Hongmei, Gui, Qing-Wen
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/PMC9773018/
https://www.ncbi.nlm.nih.gov/pubmed/36605629
http://dx.doi.org/10.1039/d2ra06867b
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author Ying, Shengneng
Liu, Xingru
Guo, Tao
Li, Xuan
Zhou, Min
Wang, Xia
Zhu, Mengxue
Jiang, Hongmei
Gui, Qing-Wen
author_facet Ying, Shengneng
Liu, Xingru
Guo, Tao
Li, Xuan
Zhou, Min
Wang, Xia
Zhu, Mengxue
Jiang, Hongmei
Gui, Qing-Wen
author_sort Ying, Shengneng
collection PubMed
description Bromoaryl compounds have attracted great attention in organic chemistry, especially for the synthesis of pharmaceutical intermediates. Herein, we demonstrated a novel and efficient bromination protocol of indazoles via C–H bond cleavage to give site-specific 3-bromide products that could be further employed as synthetic blocks to prepare drugs. The reaction used DBDMH as a bromine source, tolerated a wide range of indazoles, and finished in 30 min under mild, ultrasound-assisted conditions. Besides, preliminary mechanistic studies revealed that this approach was not a radical process.
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spelling pubmed-97730182023-01-04 Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin Ying, Shengneng Liu, Xingru Guo, Tao Li, Xuan Zhou, Min Wang, Xia Zhu, Mengxue Jiang, Hongmei Gui, Qing-Wen RSC Adv Chemistry Bromoaryl compounds have attracted great attention in organic chemistry, especially for the synthesis of pharmaceutical intermediates. Herein, we demonstrated a novel and efficient bromination protocol of indazoles via C–H bond cleavage to give site-specific 3-bromide products that could be further employed as synthetic blocks to prepare drugs. The reaction used DBDMH as a bromine source, tolerated a wide range of indazoles, and finished in 30 min under mild, ultrasound-assisted conditions. Besides, preliminary mechanistic studies revealed that this approach was not a radical process. The Royal Society of Chemistry 2022-12-22 /pmc/articles/PMC9773018/ /pubmed/36605629 http://dx.doi.org/10.1039/d2ra06867b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Ying, Shengneng
Liu, Xingru
Guo, Tao
Li, Xuan
Zhou, Min
Wang, Xia
Zhu, Mengxue
Jiang, Hongmei
Gui, Qing-Wen
Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title_full Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title_fullStr Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title_full_unstemmed Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title_short Ultrasound-assisted bromination of indazoles at the C3 position with dibromohydantoin
title_sort ultrasound-assisted bromination of indazoles at the c3 position with dibromohydantoin
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9773018/
https://www.ncbi.nlm.nih.gov/pubmed/36605629
http://dx.doi.org/10.1039/d2ra06867b
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