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The formation of diazoalkanes from the reaction of hydrazone anions with p-toluenesulfonyl azide

โœ Scribed by W. Fisher; J.-P. Anselme

Publisher
Elsevier Science
Year
1968
Tongue
French
Weight
133 KB
Volume
9
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Recently, we reported the conversion of anions of primary amines to the corresponding azides via a diazo transfer reaction with E-toluenesulfonyl --

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โœ Kathleen E. Bainbridge; William P. Dailey ๐Ÿ“‚ Article ๐Ÿ“… 1989 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 235 KB

Treatment of isotopically labeled bromophenyldiazirine containing one 15N atom with azide ion produces benzonitrile which contains 50% 15N. This suggests that N-azidodiazirines are intermediates in the reaction. Ab initio calculations predict that N-azidodiazirines will have a very low barrier to de