Helvetica chimica acta

Reaction of Diphenyl Phosphorochloridate with Amide Enolates: A new and convenient synthesis of 2??monosubstituted 3??(n??methyl??n??phenylamino)??2H??azirines

JM Villalgordo, H Heimgartner

Index: Villalgordo, Jose M.; Heimgartner, Heinz Helvetica Chimica Acta, 1992 , vol. 75, # 6 p. 1866 - 1871

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Citation Number: 13

Abstract

Reaction of diphenyl phosphorochloridate with amide enolates and subsequent treatment with NaN, leads to 2-monosubstituted 3-amino-2H-azirines 5 in moderate yields. The reactivity of these azirines is briefly explored. ... The most general synthesis of 3-amino-2H-azirines bearing two substituents at C(2) is based on the procedure described by Rens and Ghosez [I] (cf. also [2]) in which CI -chloro- enamines are allowed to react with NaN,. These aminoazirines ...