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Updated: Jan 30, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Cationic Iridium Complex-Catalyzed Intermolecular Hydroalkylation of Unactivated Alkenes with 1,3-Diketones
Ryo Takeuchi1, Jun Sagawa1, Masaki Fujii1
1Department of Chemistry and Biological Science , Aoyama Gakuin University , 5-10-1 Fuchinobe , Chuo-ku, Sagamihara , Kanagawa 252-5258 , Japan.
Abstract:
Intermolecular hydroalkylation of unactivated terminal alkenes with 1,3-diketones under neutral conditions has been achieved using a cationic iridium catalyst. An active C-H bond of 2,4-pentadione (2a) added to 1-octene (1a) under refluxing DCE to give a Markovnikov product in 88% yield. A broad scope of alkenes and 1,3-diketones was observed. The products were easily converted to heterocycles. This reaction provides a new method for extending a carbon chain from an unactivated aliphatic terminal alkene.
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