Synthesis and structure of dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates

被引：0
|
作者：
Yavari, Issa [1 ]
Mohsenzadeh, Ramin [1 ]
Kayanian, Jasmine [1 ]
机构：
[1] Tarbiat Modares Univ, Dept Chem, POB 14115-175, Tehran, Iran
来源：
MONATSHEFTE FUR CHEMIE | 2020年 / 151卷 / 12期
关键词：
Diazo compound; Tosyl azide; Diazo transfer; Cyanodiazoacetate; Alkyl cyanoacetate; DIAZO-COMPOUNDS; NATURAL-PRODUCTS;
D O I：
10.1007/s00706-020-02712-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Diazo-transfer reaction of tosyl azide and alkyl 2-cyanoacetates in the presence of pyridine at 0 degrees C gives the corresponding alkyl 2-cyano-2-diazoacetates. This material readily undergoes nucleophilic attack by pyridinium 1-cyano-2-alkoxy-2-oxoethan-1-ide to form dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates. The X-ray structure of a typical product is reported, as well as DFT computational studies that illuminate the structural features of these stable diazo compounds.
引用
收藏
页码：1829 / 1834
页数：6
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