Nucleophilic Addition to <i>N</i>‐Phosphinylimines by Rare‐Earth‐Metal Triflate/Trifluoroacetic Anhydride Activation

W.W. Ong, Aaron B. Beeler, Sarathy Kesavan, James S. Panek, John A. Porco

Angewandte Chemie International Edition · 2007 · 18 citations · 62 references

Concepts

Abstract

Hydrated lanthanum triflate has been shown to be an effective and highly active Lewis acid catalyst for nucleophilic addition to N-phosphinylimines in the presence of trifluoroacetic anhydride (TFAA; see scheme). Unexpectedly, trifluoroacetamide products are produced in a novel process which likely involves consecutive acylation/hydration of N-phosphinylimine substrates and subsequent nucleophilic addition.

References

62