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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
Uncontrolled Keywords:Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis
Language:English
Date:1993
Deposited On:26 Dec 2013 09:29
Last Modified:18 Aug 2018 13:00
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/hlca.19930760809
Project Information:
  • : FunderSNSF
  • : Grant ID
  • : Project TitleSwiss National Science Foundation
  • : Funder
  • : Grant ID
  • : Project TitleF. Hoffmann-La Roche AG, Basel

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