Cargando…

Functionalization of α‐C(sp(3))−H Bonds in Amides Using Radical Translocating Arylating Groups

α‐C−H arylation of N‐alkylamides using 2‐iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α‐quaternary carbon centers in amides. Various mono‐ and disubstituted RTA‐groups are applied to the arylation of primary, secondary, and tertiary...

Descripción completa

Detalles Bibliográficos
Autores principales: Radhoff, Niklas, Studer, Armido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898318/
https://www.ncbi.nlm.nih.gov/pubmed/33215815
http://dx.doi.org/10.1002/anie.202013275
Descripción
Sumario:α‐C−H arylation of N‐alkylamides using 2‐iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α‐quaternary carbon centers in amides. Various mono‐ and disubstituted RTA‐groups are applied to the arylation of primary, secondary, and tertiary α‐C(sp(3))−H‐bonds. These radical transformations proceed in good to excellent yields and the cascades comprise a 1,6‐hydrogen atom transfer, followed by a 1,4‐aryl migration with subsequent SO(2) extrusion.