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Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones

Ning Lu, Zhiguo Zhang*, Nana Ma, Conghui Wu, Guisheng Zhang*, Qingfeng Liu and Tongxin Liu

*School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China, Email: zhangzghtu.edu.cn, zgs6668yahoo.com

N. Lu, Z. Zhang, N. Ma, C. Wu, G. Zhang, Q. Liu, T. Liu, Org. Lett., 2018, 20, 4318-4322.

DOI: 10.1021/acs.orglett.8b01765


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Abstract

A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline provides useful (E)-α-iodomethyl vinylsulfones in good yields under very mild conditions. This practical reaction is fast and operationally simple.

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Key Words

vinyl sulfones, iodination


ID: J54-Y2018