926031-24-5Relevant articles and documents
Combining Ru-Catalyzed C-H Functionalization with Pd-Catalyzed Asymmetric Allylic Alkylation: Synthesis of 3-Allyl-3-aryl Oxindole Derivatives from Aryl α-Diazoamides
Yamamoto, Kosuke,Qureshi, Zafar,Tsoung, Jennifer,Pisella, Guillaume,Lautens, Mark
supporting information, p. 4954 - 4957 (2016/10/18)
Ruthenium-catalyzed C-H functionalization was successfully combined with palladium-catalyzed asymmetric allylic alkylation in one pot. The novel dual-metal-catalyzed reaction provides a variety of 3-allyl-3-aryl oxindoles from the corresponding α-diazoamides in up to 99% yield with up to 85% ee. The appropriate ligand choice is important to promote the sequential reaction, avoiding undesired metal interaction or ligand exchange.
Asymmetric decarboxylative allylation of oxindoles
Franckevicius, Vilius,Cuthbertson, James D.,Pickworth, Mark,Pugh, David S.,Taylor, Richard J. K.
, p. 4264 - 4267 (2011/10/08)
An asymmetric decarboxylative palladium-catalyzed allylation of alkyl- and aryl-substituted oxindoles has been developed, enabling the installation of an all-carbon quaternary chiral center at the oxindole 3-position in excellent yields and good to excell
Highly chemo- and enantioselective synthesis of 3-Allyl-3-aryl oxindoles via the direct palladium-catalyzed α-arylation of amides
Luan, Xinjun,Wu, Linglin,Drinkel, Emma,Mariz, Ronaldo,Gatti, Michele,Dorta, Reto
supporting information; experimental part, p. 1912 - 1915 (2010/07/06)
Figure presented A new NHC·Pd-catalyzed asymmetric α-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.
