Cargando…

Benzylic C−H acylation by cooperative NHC and photoredox catalysis

Methods that enable site selective acylation of sp(3) C-H bonds in complex organic molecules are not well explored, particularly if compared with analogous transformations of aromatic and vinylic sp(2) C-H bonds. We report herein a direct acylation of benzylic C-H bonds by merging N-heterocyclic car...

Descripción completa

Detalles Bibliográficos
Autores principales: Meng, Qing-Yuan, Lezius, Lena, Studer, Armido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8024347/
https://www.ncbi.nlm.nih.gov/pubmed/33824304
http://dx.doi.org/10.1038/s41467-021-22292-z
Descripción
Sumario:Methods that enable site selective acylation of sp(3) C-H bonds in complex organic molecules are not well explored, particularly if compared with analogous transformations of aromatic and vinylic sp(2) C-H bonds. We report herein a direct acylation of benzylic C-H bonds by merging N-heterocyclic carbene (NHC) and photoredox catalysis. The method allows the preparation of a diverse range of benzylic ketones with good functional group tolerance under mild conditions. The reaction can be used to install acyl groups on highly functionalized natural product derived compounds and the C-H functionalization works with excellent site selectivity. The combination of NHC and photoredox catalysis offers options in preparing benzyl aryl ketones.