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Updated: Jun 9, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Deoxygenative Arylation of Allylic/Benzylic Esters through Cooperative Photoredox/Nickel Catalysis
Bo Chen1, Yingzi Xia1, Yanling Zhao1
1State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine & School of Pharmaceutical Sciences, Guizhou Medical University, Guiyang 550014, China.
Abstract:
The versatile transformations of allylic intermediates can offer efficient synthetic pathways for complex natural products and pharmaceutical molecules. While conventional allylic substitution reactions like the Tsuji-Trost reaction typically operate through a two-electron transfer mechanism with nucleophilic partners, we herein report a photoredox/nickel dual-catalyzed deoxygenative arylation of allylic or benzylic esters with aryl iodides through a single-electron transfer process. This method achieves 100% linear selectivity in producing allylic arylation products while exhibiting exceptional functional group tolerance including ester, nitrile, halides, boron, and heterocycles. The applicability for the late-stage functionalization of various natural products also underscores the synthetic utilities of this method.
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