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Rh(iii)-catalyzed double C–H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis

A novel and straightforward strategy for functionalized 1H-indazoles is realized by the Rh(iii)-catalyzed double C–H activation and C–H/C–H cross coupling of readily available aldehyde phenylhydrazones. The reaction is scalable and various 1H-indazoles could be afforded in moderate to high yields wi...

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Detalles Bibliográficos
Autores principales: Xu, Pan, Wang, Guoqiang, Wu, Zhongkai, li, Shuhua, Zhu, Chengjian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5460599/
https://www.ncbi.nlm.nih.gov/pubmed/28616139
http://dx.doi.org/10.1039/c6sc03888c
Descripción
Sumario:A novel and straightforward strategy for functionalized 1H-indazoles is realized by the Rh(iii)-catalyzed double C–H activation and C–H/C–H cross coupling of readily available aldehyde phenylhydrazones. The reaction is scalable and various 1H-indazoles could be afforded in moderate to high yields with good functional-group compatibility. Mechanism experiments and DFT calculations suggest the distinctive Rh(iii)-catalyzed C–H/C–H cross coupling reaction underwent a cascade C(aryl)–H bond metalation, C(aldhyde)–H bond insertion and reductive elimination process.