Highly chemo- and enantioselective synthesis of 3-allyl-3-aryl oxindoles via the direct palladium-catalyzed alpha-arylation of amides.
A new NHC x Pd-catalyzed asymmetric alpha-arylation of amides is reported that gives direct access to synthetically valuable, allylated oxindoles with quaternary carbon centers. The reaction is made possible by the introduction of a new chiral NHC ligand. The palladium complexes derived therefrom combine excellent reactivity with high chemo- and enantioselectivity for the title transformation.
Luan
Xinjun
X
Organic Chemistry Institute, University of Zurich, Winterthurerstrasse 190, CH-8057, Zurich, Switzerland.
Wu
Linglin
L
Drinkel
Emma
E
Mariz
Ronaldo
R
Gatti
Michele
M
Dorta
Reto
R
D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D007211:Indoles; D010165:Palladium