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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 10, 1980 - Issue 2
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Original Articles

Trimethylsilylazide/KN3/18-Crown-6. Formation and Curtius Rearrangement of Acyl Azides from Unreactive Acid Chlorides

James D. Warren Infectious and CNS-Cardiovascular Disease Research Section Medical Research Division of American, Cyanamid Company Lederle Laboratories, Pearl River, N. Y., 10965
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Jeffery B. Press Infectious and CNS-Cardiovascular Disease Research Section Medical Research Division of American, Cyanamid Company Lederle Laboratories, Pearl River, N. Y., 10965
Pages 107-110 | Received 17 Aug 1979, Published online: 05 Dec 2006
 
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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.1,2

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