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Updated: Oct 19, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel/Photo-Cocatalyzed C(sp2)-H Allylation of Aldehydes and Formamides
Pei Fan1,2, Rui Wang1, Chuan Wang1
1Hefei National Laboratory for Physical Science at the Microscale and Department of Chemistry, University of Science and Technology of China, Center for Excellence in Molecular Synthesis of CAS, Hefei, Anhui 230026, P. R. China.
Abstract:
Herein we report a nickel/photo-cocatalyzed C(sp2)-H allylation of aldehydes and formamides wherein both allyl acetates and allyl alcohols can be used as the allylating agents. In this reaction, radical-type umpolung of the formyl moiety is enabled by tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst, whereas nickel serves to cleave the C-O bond of allyl acetates or allyl alcohols. The synergistic effect of these two catalysts provides new access to various β,γ-unsaturated ketones and amides with high selectivities.
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