Reciprocal-Activation Strategy for Allylic Sulfination with Unactivated Allylic Alcohols

Peizhong Xie*, Zuolian Sun, Shuangshuang Li, Xinying Cai, Ju Qiu, Weishan Fu, Cuiqing Gao, Shisheng Wu, Xiaobo Yang, and Teck-Peng Loh*

*School of Chemistry and Molecular Engineering, Institute of Advanced Synthesis, Nanjing Tech University, Nanjing 211816, P. R. China, Email: peizhongxienjtech.edu.cn, teckpengntu.edu.sg

P. Xie, Z. Sun, S. Li, X. Cai, J. Qiu, W. Fu, C. Gao, S. Qu, X. Yang, T.-P. Loh, Org. Lett., 2020, 22, 4893-4897.

DOI: 10.1021/acs.orglett.0c01747

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Abstract

A dehydrative sulfination of allylic alcohols provides allylic sulfones under mild reaction conditions in very good yields in an environmentally friendly manner, yielding water as the only byproduct. The reaction tolerates a wide range of functional groups. In gram scale reactions, allylic sulfones could be conveniently isolated in high yield by filtration.

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Key Words

allylic sulfones

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ID: J54-Y2020