Article
Ticl4-Catalyzed Addition of Hn3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers
Chemistry & Physics Faculty Publications
Document Type
Article
Publication Date
1-1-1988
Abstract
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.
Citation Information
Alfred Hassner, Richard Fibiger and Ananda S. Amarasekara. "Ticl4-Catalyzed Addition of Hn3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers" (1988) Available at: http://works.bepress.com/httpswwwpvamuedubcasdepartmentschemistryfaculty-and-staffasamarasekara/99/