69664-68-2Relevant academic research and scientific papers
Selective Formation of Alkyl Azides Using Trimethylsilyl Azide and Carbonyl Compounds
Nishiyama, Kozaburo,Yamaguchi, Tomoko
, p. 106 - 108 (1988)
Whereas tin(II) chloride, or zinc chloride, catalyzed reaction of trimethylsilyl azide (TMSA) with carbonyl compounds gave gem-diazides 3, a catalytic amount of sodium azide/15-crown-5 promoted an addition reaction of TMSA toward these compounds to give α-siloxy azides 2 exclusively.A stereoelectronic effect was found to be important for these reactions.
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.
ADDITION REACTION OF TRIMETHYLSILYL AZIDE TOWARDS KETONES AND FACILE FORMATION OF TETRAZOLE DERIVATIVES
Nishiyama, Kozaburo,Watanabe, Akio
, p. 455 - 458 (2007/10/02)
In the presence of Lewis acid such as SnCl2, the reactions of trimethylsilyl azide with ketones readily gave 1:1- or 1:2-adduct, which reacted with Lewis acid to afford tetrazole.
