Three‐Component Reaction of Pentafluorosulfanyl Chloride, Alkenes and Diazo Compounds and Synthesis of Pentafluorosulfanylfurans

Jia‐Yi Shou, Feng‐Ling Qing

Angewandte Chemie International Edition · 2022 · 57 citations · 49 references

Concepts

Abstract

Abstract We report herein the three‐component radical addition reaction of SF 5 Cl, alkene and diazo compounds for the selective formation of α‐alkyl‐α‐SF 5 carbonyl compounds. The three‐component addition reaction proceeded through the first reaction of SF 5 radical with the diazo compound followed by the addition of the in situ generated carbon radical to alkene. The synthetic useful α‐allyl‐α‐SF 5 carbonyl compounds were successfully prepared when allyl trimethylsilanes were used as the alkene substrates. Furthermore, the three‐component adducts formed from SF 5 Cl, α‐diazoacetophenones and vinyl acetates were converted into pentafluorosulfanylfurans. This transformation provided a practical and efficeint method for the synthesis of pentafluorosulfanylfurans.

References

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