Phosphine‐Based Redox Catalysis in the Direct Traceless Staudinger Ligation of Carboxylic Acids and Azides

Andrew D. Kosal, Erin E. Wilson Rankin, Brandon L. Ashfeld

Angewandte Chemie International Edition · 2012 · 101 citations · 47 references

Concepts

Abstract

Redox catalysis: Aryl amides, imides, lactams, and dipeptides are obtained through a direct Staudinger ligation mediated by phosphine-based redox catalysis (see scheme). Mechanistic studies indicate the involvement of a phosphonium carboxylate intermediate that leads to a 1,3-acyl migration and thus results in CN bond formation.

References

47