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A Novel Synthesis of 2,2-Disubstituted 3-Amino-2H-azirines Based on the Reaction between Amide Enolates and Diphenyl Phosphorochloridate


Villalgordo, Jose M; Heimgartner, Heinz (1993). A Novel Synthesis of 2,2-Disubstituted 3-Amino-2H-azirines Based on the Reaction between Amide Enolates and Diphenyl Phosphorochloridate. Helvetica Chimica Acta, 76:2830-2837.

Abstract

A novel synthesis of 2,2-disubstituted 3-amino-2H-azirines based on the reaction between amide enolates and diphenyl phosphorochloridate (DPPCI), followed by treatment with NaN3 is presented. The yields obtained in general are excellent, and the method is suitable for laboratory-scale preparations as well as for larger amounts.

Abstract

A novel synthesis of 2,2-disubstituted 3-amino-2H-azirines based on the reaction between amide enolates and diphenyl phosphorochloridate (DPPCI), followed by treatment with NaN3 is presented. The yields obtained in general are excellent, and the method is suitable for laboratory-scale preparations as well as for larger amounts.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1993
Deposited On:26 Dec 2013 09:29
Last Modified:08 Dec 2017 01:33
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
Publisher DOI:https://doi.org/10.1002/hlca.19930760809

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