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Updated: Mar 25, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Catalytic Selenium-Promoted Intermolecular Friedel-Crafts Alkylation with Simple Alkenes
E Tang1, Yinjiao Zhao1, Wen Li1
1Key Laboratory of Medicinal Chemistry for Natural Resources (Yunnan University) Ministry of Education and ‡School of Chemical Science and Technology, Yunnan University , 2 Green Lake North Road, Kunming 650091, China.
Abstract:
A method for conducting selenium-promoted intermolecular Friedel-Crafts (F-C) alkylation reactions has been developed with simple alkenes using trimethylsilyl trifluoromethanesulfonate as a catalyst and N-phenylselenophthalimide as an efficient selenium source. Electron-rich arenes smoothly underwent F-C alkylation with a variety of alkenes to afford alkylated products in good yield and with high regioselectivity and diastereoselectivity. The regioselectivity and stereoselectivity of arenes and alkenes as well as a preliminary mechanism of the F-C alkylation reaction are discussed.
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