Ticl4-Catalyzed Addition of Hn3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers
Aldehydes react with hydrazoic acid and alcohols in the presence of catalytic amounts of TiCl4 to produce α-azido ethers. The conversion of simple ketones to methyl α-azido alkyl ethers can be accomplished by means of hydrazoic acid and methyl orthoformate. Both gas-phase thermolysis and photolysis of representative a-azido ethers were studied and shown to produce mainly imino ethers. In the thermolysis, migratory preference decreases in the series H » CH3 > Ph » OR. © 1988, American Chemical Society. All rights reserved.
Hassner, A., Fibiger, R., & Amarasekara, A. (1988). Ticl4-Catalyzed Addition of Hn3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers. Retrieved from https://digitalcommons.pvamu.edu/chemistry-physics-facpubs/131