The aza Curtius rearrangement

被引：0
|
作者：
Yagupolskii, LM [1 ]
Shelyazhenko, SV [1 ]
Maletina, II [1 ]
Petrik, VN [1 ]
Rusanov, EB [1 ]
Chernega, AN [1 ]
机构：
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev, Ukraine
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 2001卷 / 07期
关键词：
azides; fluorine; heterocycles; imidoyl chlorides; rearrangements;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
On interaction of N-(trifluoromethylsulfonyl)carboximidoyl chloirdes in which the carbonyl oxygen atom is substituted by the more strongly electrom-withdrawing =NSO2CF3 group) with sodium azide in glyme or acetonile at -5 to +10 degreesC, dinitrogen is eliminated quantitatively and carbodiimides RN=C=NSO2CF3 are formed in high yield. In other words, an aza Curtius rearrangements occurs. The carbodiimides react with water, alcohols, and secondary amines to give corresponding ureas, isoureas, and guanidine derivatives. Imidoyl chlorides with substituents other than SO2RF do not enter into the aza Curtius reaction.
引用
收藏
页码：1225 / 1233
页数：9
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