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Sulfonylation of Propargyl Alcohols with Sulfinamides for the Synthesis of Allenyl Sulfones

Fei-Fei Zou, Zhen Luo, Yu-Ting Yang, Xin Zhuang, Chuan-Ming Hong, Zheng-Qiang Liu, Wan-Fang Li*, Qing-Hua Li* and Tang-Lin Liu

*University of Shanghai for Science and Technology, Shanghai 200093; Southwest University, Chongqing, 400715, China, Email:,

F.-F. Zou, Z. Luo, Y.-T. Yang, X. Zhuang, C.-M. Hong, Z.-Q. Liu, W.-F. Li, Q.-H. Li, T.-L. Liu, J. Org. Chem., 2022, 87, 15061-15070.

DOI: 10.1021/acs.joc.2c01495

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A regio- and chemoselective sulfonylation of propargyl alcohols with sulfinamides in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) provides straightforward and mild access to multi-substituted allenyl sulfones. This transformation was promoted by HFIP and did not require any catalysts or oxidants.

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proposed mechanism

Key Words

allenes, sulfones

ID: J42-Y2022