Electrochemical Cleavage of Sulfonamides: An Efficient and Tunable Strategy to Prevent β-Fragmentation and Epimerization

Pierre Viaud, Vincent Coeffard, Christine Thobie‐Gautier, Isabelle Beaudet, Nicolas Galland, Jean‐Paul Quintard, Erwan Le Grognec

Organic Letters · 2012 · 40 citations · 29 references

Concepts

Abstract

The electrochemical reduction of sensitive sulfonamides is described. The addition of a benzoyl group on the nitrogen atom facilitates the reductive cleavage of sulfonamides preventing β-fragmentation and epimerization. This strategy was successfully applied to the cyclopropylamine and to α-amino stannanes.

References

29