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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
Descripción
Sumario: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.