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Highly Efficient and Clean Method for Direct α-Iodination of Aromatic Ketones

Guodong Yin, Meng Gao, Nengfang She, Shengli Hu, Anxin Wu*, Yuanjiang Pan

*Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, Central China Normal University, Wuhan 430079, P. R. of China, Email: chwuaxmail.ccnu.edu.cn

G. Yin, M. Gao, N. She, S. Hu, A. Wu, Y. Pan, Synthesis, 2007, 3113-3116.

DOI: 10.1055/s-2007-983880


Abstract

Under neutral reaction conditions, aromatic ketones were transformed into the corresponding α-iodo ketones in high yields by the combination of copper(II) oxide and iodine. Copper(II) oxide acts as catalyst to convert iodine into the reactive iodonium ion and as a base to neutralize hydrogen iodide, and reoxidizes iodide into molecular iodine.

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Key Words

aromatic ketones, iodine, α-iodo ketones, multifunctional reagent, self-sorting


ID: J66-Y2007-3320