Intermolecular and Selective Synthesis of 2,4,5‐Trisubstituted Oxazoles by a Gold‐Catalyzed Formal [3+2] Cycloaddition

Paul Davies, Alex Cremonesi, Lidia Dumitrescu

Angewandte Chemie International Edition · 2011 · 242 citations · 81 references

Concepts

Abstract

Oxazole new world: A gold-catalyzed intermolecular reaction of pyridine-N-aminides with ynamides can be used to prepare trisubstituted 1,3-oxazoles with a variety of functional groups. This formal [3+2] cycloaddition employs robust conjugated N-ylides as N-nucleophilic N-acyl nitrene equivalents for a highly chemoselective and regioselective addition across electron-rich CC triple bonds. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

81