PhB(OH)<sub>2</sub>-Promoted Electrochemical Sulfuration–Formyloxylation of Styrenes and Selectfluor-Mediated Oxidation–Olefination

Yulei Zhao, Xuqiang Guo, Shuai Li, Yuhang Fan, Xuejun Sun, Laijin Tian

Organic Letters · 2021 · 26 citations · 56 references

Abstract

We report a PhB(OH)<sub>2</sub>-promoted electrochemical sulfuration-formyloxylation reaction of styrenes employing commercially available thiophenols/thiols as thiolating agents. Specifically, metal catalysts and external chemical oxidants are not needed in the reaction for the formation of β-formyloxy sulfides, and these sulfides can be further converted to (<i>E</i>)-vinyl sulfones via the Selectfluor-mediated oxidation-olefination. Notably, on the basis of this electrochemical oxidation strategy, β-hydroxy sulfide, β-formyloxy sulfoxide, β-formyloxy sulfone, and (<i>E</i>)-vinyl sulfoxide can also be easily prepared.

References

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