65501-11-3Relevant academic research and scientific papers
CONVERSION OF ACETALS INTO MONOTHIOACETALS, α-ALKOXYAZIDES AND α-ALKOXYALKYL THIOACETATES WITH MAGNESIUM BROMIDE
Kim, Sunggak,Park, Jung Ho,Lee, Sangphil
, p. 6697 - 6700 (2007/10/02)
Magnesium bromide in ether has been found to be a very mild and highly efficient reagent for the conversion of acetals into the corresponding monothioacetals, α-alkoxyazides and α-alkoxyalkyl thioacetates.
TiCl4-Catalyzed Addition of HN3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers
Hassner, Alfred,Fibiger, Richard,Amarasekara, Ananda S.
, p. 22 - 27 (2007/10/02)
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 α-azido ethers were studied and shown to produce mainly imino ethers.In the thermolysis, migratory preference decreases in the series H >> CH3 > Ph >> OR.
Lewis Acid Catalyzed Conversion of Alkenes and Alcohols to Azides
Hassner, Alfred,Fibiger, Richard,Andisik, Donald
, p. 4237 - 4244 (2007/10/02)
Hydrazoic acid, though unreactive to alkenes, adds readily to enol ethers.In the presence of Lewis acids, in particular TiCl4, addition takes place readily to phenylethylenes or 1,1-disubstituted ethylenes to produce alkyl azides.Regiochemical, electronic, and steric influences were explored.TiCl4 also served to catalyze conversion of benzyl or tertiary alcohols to azides.Monosubstituted alkenes or primary alcohols are not affected.
