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Updated: Jul 8, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Skipped Dienes via Radical Allylic Heck Reaction
Anastasiia Dubrovina1, Pranav Shridhar Mahulkar1, Pokhriyal Yamini1
1Department of Chemistry and Biochemistry, The University of Texas at Dallas, Richardson, Texas 75080-3021, United States.
None:
A photoinduced palladium-catalyzed allylic Heck reaction has been developed, enabling direct coupling of allylic electrophiles with alkenes to furnish densely functionalized skipped and conjugated dienes. The transformation proceeds through a hybrid Pd allyl radical intermediate, which allows efficient and regioselective C-C bond formation while exhibiting broad substrate scope and high functional group tolerance. This work introduces a distinct radical-based pathway for the allylic Heck reaction, providing a general platform for the synthesis of complex 1,4- and 1,3-diene motifs and expanding the conceptual framework of photoinduced Pd catalysis.
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