Cu-Catalyzed Deoxygenative C2-Sulfonylation Reaction of Quinoline <i>N</i>-Oxides with Sodium Sulfinate

Bingnan Du, Ping Qian, Yang Wang, Haibo Mei, Jianlin Han, Yi Pan

Organic Letters · 2016 · 145 citations · 59 references

Concepts

Abstract

An unexpected Cu-catalyzed deoxygenative C2-sulfonylation reaction of quinoline N-oxides in the presence of radical initiator K2S2O8 was developed that used sodium sulfinate as a sulfonyl coupling partner. The mechanism studies indicate that the reaction proceeds via Minisci-like radical coupling step to give sulfonylated quinoline with good chemical yields.

References

59