Phenol Ugi–Smiles Systems: Strategies for the Multicomponent N<i>‐</i>Arylation of Primary Amines with Isocyanides, Aldehydes, and Phenols

Laurent El Kaïm, Laurence Grimaud, Julie Oble

Angewandte Chemie International Edition · 2005 · 174 citations · 15 references

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Concepts

Abstract

A Smiles rearrangement is the key step in the efficient coupling of primary amines with isocyanides, carbonyl compounds, and electron-deficient substituted phenols to form N-aryl amines (see picture). The presence of a nitro or ester group on the resulting adduct allows applications in heterocyclic synthesis.

References

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