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Copper-catalyzed propargylic C–H functionalization for allene syntheses

Allenenitriles bearing different synthetically versatile functional groups have been prepared smoothly from 5-alkynyl fluorosulfonamides in decent yields with an excellent chemo- and regio-selectivity under redox neutral conditions. The resulting allenenitriles can be readily converted to useful fun...

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Detalles Bibliográficos
Autores principales: Zhang, Dongjie, Fan, Junjie, Shi, Yaqi, Huang, Yankai, Fu, Chunling, Wu, Xiaoyan, Ma, Shengming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10466309/
https://www.ncbi.nlm.nih.gov/pubmed/37655026
http://dx.doi.org/10.1039/d3sc01501g
Descripción
Sumario:Allenenitriles bearing different synthetically versatile functional groups have been prepared smoothly from 5-alkynyl fluorosulfonamides in decent yields with an excellent chemo- and regio-selectivity under redox neutral conditions. The resulting allenenitriles can be readily converted to useful functionalized heterocycles. Based on mechanistic study, it is confirmed that this is the first example of radical-based non-activated propargylic C–H functionalization for allene syntheses.