Combining Ru-Catalyzed C–H Functionalization with Pd-Catalyzed Asymmetric Allylic Alkylation: Synthesis of 3‑Allyl-3-aryl Oxindole Derivatives from Aryl α‑Diazoamides

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.