The aza Curtius rearrangement

LM Yagupolskii, SV Shelyazhenko…

Index: Yagupolskii, Lev M.; Shelyazhenko, Svetlana V.; Maletina, Irina I.; Petrik, Vitalij N.; Rusanov, Eduard B.; Chernega, Alexander N. European Journal of Organic Chemistry, 2001 , # 7 p. 1225 - 1233

Full Text: HTML

Citation Number: 11

Abstract

Abstract On interaction of N-(trifluoromethylsulfonyl) carboximidoyl chlorides (analogs of acyl chlorides in which the carbonyl oxygen atom is substituted by the more strongly electron- withdrawing= NSO 2 CF 3 group) with sodium azide in glyme or acetonitrile at− 5 to+ 10 C, dinitrogen is eliminated quantitatively and carbodiimides RN= C= NSO 2 CF 3 are formed in high yield. In other words, an aza Curtius rearrangement occurs. The carbodiimides react ...