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Photoinduced radical cascade domino Heck coupling of N -aryl acrylamide with vinyl arenes enabled by palladium catalysis.

Pei-Shang LiQiao-Qiao TengMing Chen
Published in: Chemical communications (Cambridge, England) (2023)
Here, a redox-neutral palladium-catalyzed photo-induced radical cascade domino Heck reaction of N -aryl acrylamide with vinyl arenes is described. A diverse range of bioactive oxindoles, featuring an all-carbon quaternary center, were synthesized. The reaction is proposed to proceed via an open-shell intermediate and occurs under mild reaction conditions, exhibiting excellent functional group tolerance. Importantly, the synthesized products can be readily transformed into biologically active molecules, including (±)-physostigmine and (±)-physovenine.
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