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Selective desaturation of amides: a direct approach to enamides

C(sp(3))–H bond desaturation has been an attractive strategy in organic synthesis. Enamides are important structural fragments in pharmaceuticals and versatile synthons in organic synthesis. However, the dehydrogenation of amides usually occurs on the acyl side benefitting from enolate chemistry lik...

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Detalles Bibliográficos
Autores principales: Li, Xinwei, Cheng, Zengrui, Liu, Jianzhong, Zhang, Ziyao, Song, Song, Jiao, Ning
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/PMC9365091/
https://www.ncbi.nlm.nih.gov/pubmed/36091215
http://dx.doi.org/10.1039/d2sc02210a
Descripción
Sumario:C(sp(3))–H bond desaturation has been an attractive strategy in organic synthesis. Enamides are important structural fragments in pharmaceuticals and versatile synthons in organic synthesis. However, the dehydrogenation of amides usually occurs on the acyl side benefitting from enolate chemistry like the desaturation of ketones and esters. Herein, we demonstrate an Fe-assisted regioselective oxidative desaturation of amides, which provides an efficient approach to enamides and β-halogenated enamides.