Synthesis and reactions of 3??alkoxy??2H??azirines

…, F Sainte, M Rivera, C Bernard??Henriet…

Index: Ghosez, L.; Sainte, F.; Rivera, M.; Bernard-Henriet, C.; Gouverneur, V. Recueil des Travaux Chimiques des Pays-Bas, 1986 ,  vol. 105, p. 456 - 461

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Citation Number: 12

Abstract

Abstract 3-Alkoxy-2H-azirines 4 have been prepared by treatment of enol ethers 6 with iodine azide followed by base-catalysed elimination of HI and thermolysis of the resulting vinyl azide 5. Azirines 4 readily undergo electrophilic additions, to yield products resulting from cleavage of either the N (1)-C (3) or the N (1)-C (2) bond. Reaction of 4 with trimethylsilyl cyanide yields highly functionalized aziridines 12. Thermolysis of 4 produces ...