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Updated: Dec 10, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Palladium-Catalyzed Proaromatic C(Alkenyl)-H Olefination: Synthesis of Densely Functionalized 1,3-Dienes
Yu-Chun Wang1, Yen-Hsiang Huang1, Hung-Chang Tsai1
1Department of Applied Chemistry, National University of Kaohsiung, 700 Kaohsiung University Road, Nanzih District, Kaohsiung 81148, Taiwan.
Abstract:
An example of proaromatic C(alkenyl)-H olefination is reported. This protocol utilized a free carboxylic acid as a directing group for C(alkenyl)-H activation of 1,4-cyclohexadiene and coupled with various alkenes. Direct and sequential bisolefinations of proaromatic acids were achieved. The synthetic applicability has been exhibited by [4 + 2] cycloaddition and decarboxylative aromatization of the resulting proaromatic 1,3-dienes. Additionally, several kinetic studies also have been carried out to elucidate the reaction mechanism.
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