Trimethylsilylazide/KN3/18-Crown-6. Formation and Curtius Rearrangement of Acyl Azides from Unreactive Acid Chlorides
- 1 January 1980
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 10 (2) , 107-110
- https://doi.org/10.1080/00397918008061812
Abstract
Trimethylsilylazide (TMSA) has been reported as a safe, stable substitute for hydrazoic acid in the preparation of acyl azides from acid anhydrides and chlorides.1 Subsequent thermolysis of these acyl azides in situ has yielded isocyanates via the Curtius rearrangement.1,2Keywords
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- Carbonyl insertion reactions of silicon pseudohalides: CatalysisTetrahedron Letters, 1973
- Curtius Degradation Utilizing Trimethylsilyl Azide. A facile isocyanate synthesisSynthetic Communications, 1972
- The Behavior of Cyclopropyl Ketones in the Schmidt Reaction1Journal of the American Chemical Society, 1954