Cargando…

Decarboxylative Allylation of Amino Alkanoic Acids and Esters via Dual Catalysis

[Image: see text] A combination of photoredox and palladium catalysis has been employed to facilitate the room temperature decarboxylative allylation of recalcitrant α-amino and phenylacetic allyl esters. This operationally simple process produces CO(2) as the only byproduct and provides direct acce...

Descripción completa

Detalles Bibliográficos
Autores principales: Lang, Simon B., O’Nele, Kathryn M., Tunge, Jon A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183636/
https://www.ncbi.nlm.nih.gov/pubmed/25228064
http://dx.doi.org/10.1021/ja508317j
Descripción
Sumario:[Image: see text] A combination of photoredox and palladium catalysis has been employed to facilitate the room temperature decarboxylative allylation of recalcitrant α-amino and phenylacetic allyl esters. This operationally simple process produces CO(2) as the only byproduct and provides direct access to allylated alkanes. After photochemical oxidation, the carboxylate undergoes radical decarboxylation to site-specifically generate radical intermediates which undergo allylation. A radical dual catalysis mechanism is proposed. Free phenylacetic acids were also allylated utilizing similar reactions conditions.