A NOVEL SYNTHESIS OF 2,2-DISUBSTITUTED 3-AMINO-2H-AZIRINES BASED ON THE REACTION BETWEEN AMIDE ENOLATES AND DIPHENYL PHOSPHOROCHLORIDATE

Citation
Jm. Villalgordo et H. Heimgartner, 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(8), 1993, pp. 2830-2837
Citations number
24
Categorie Soggetti
Chemistry
Journal title
ISSN journal
0018019X
Volume
76
Issue
8
Year of publication
1993
Pages
2830 - 2837
Database
ISI
SICI code
0018-019X(1993)76:8<2830:ANSO23>2.0.ZU;2-7
Abstract
A novel synthesis of 2,2-disubstituted 3-amino-2H-azirines based on th e reaction between amide enolates and diphenyl phosphorochloridate (DP PCl), followed by treatment with NaN3 is presented. The yields obtaine d in general are excellent, and the method is suitable for laboratory- scale preparations as well as for larger amounts.