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Updated: Aug 6, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
α-Amino Radical-Mediated Difunctionalization of Alkenes with Polyhaloalkanes and N-Heteroarenes
Jiabin Shen1,2, Xiaoguang Yue1, Jun Xu1
1College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou 311121, P. R. China.
Abstract:
Herein, we report a mild and practical protocol for the α-perchloroalkyl β-heteroarylation of alkenes using available chloroform as the dichloromethyl source via α-amino radical-mediated halogen-atom transfer. Various substrates are compatible under mild reaction conditions, providing the corresponding products in moderate to good yields. This strategy gives an efficient and convenient method for the introduction of chloroalkyl motifs into N-heteroarenes. The control experiment demonstrates that the α-amino radical generated in situ is a key intermediate in the transformation.
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