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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.
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页码:1829 / 1834
页数:6
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