Mn(OAc)<sub>3</sub>-Promoted Sulfonation–<i>ipso</i>-Cyclization Cascade via the SO<sub>3</sub><sup>–</sup> Radical: The Synthesis of Spirocyclic Sulfonates

Yan Zhang, Bingxu Han, Xin Gu, Kaixuan Wang, Shuai Liang

The Journal of Organic Chemistry · 2023 · 10 citations · 36 references

Concepts

Abstract

A radical sulfonation– ipso -cyclization cascade promoted by Mn(OAc) 3 ·2H 2 O using functionalized alkynes or alkenes and potassium metabisulfite (K 2 S 2 O 5 ) is reported. A total of 30 spirocyclic sulfonates were synthesized under mild conditions. We also demonstrate a modular synthesis approach in multiple steps for the preparation of various azaspiro[4,5]-trienone-based sulfonamides and sulfonate esters.

References

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