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Synthesis of propargylic sulfones

Recent Literature

A catalyst-free, environmentally benign protocol provides propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct via an in situ dehydrative cross-coupling process.
Y. Liu, P. Xie, Z. Sun, X. Wo, C. Gao, W. Fu, T.-P. Loh, Org. Lett., 2018, 20, 5353-5356.

The combination of Ph₃P/ICH₂CH₂I promotes a dehydroxylative sulfonylation of benzylic and allylic alcohols with a variety of sulfinates in short reaction time. Using Ph₂PMe and elevated temperatures, the protocol can be extended to alkyl alcohols. Various sulfonyl groups can be incorporated, such as CF₃SO₂ and HCF₂SO₂, which are fluorinated groups of interest in pharmaceutical chemistry.
Y.-J. Xiang, S.-Liu, J. Zhou, J.-H. Lin, X. Yao, J.-C. Xiao, J. Org. Chem., 2023, 88, 4818-4828.

In the absence of external catalysts and additives, a broad range of benzylic and allylic alcohols react with various sulfinyl chlorides to afford structurally diversified benzylic and allylic sulfones in moderate to excellent yields. A catalysis with byproduct HCl is involved in this new protocol.
H.-H. Li, D.-J. Dong, Y.-H. Jin, S.-K. Tian, J. Org. Chem., 2009, 74, 9501-9504.