Base-Promoted [3+2] Annulation of Carbodiimides with Diazoacetonitrile for Synthesis of 5-Amino-4-cyano-1,2,3-triazoles

被引:3
作者
Zhou, Lu-Nan [1 ,2 ]
Zhang, Fa-Guang [1 ,2 ]
Cheung, Chi Wai [1 ,2 ]
Ma, Jun-An [1 ,2 ,3 ]
机构
[1] Tianjin Univ, Dept Chem, Minist Educ, Tianjin Key Lab Mol Optoelect Sci, Tianjin 300072, Peoples R China
[2] Tianjin Univ, Frontiers Sci Ctr Synthet Biol, Minist Educ, Tianjin 300072, Peoples R China
[3] Tianjin Univ, Joint Sch Natl Univ Singapore & Tianjin Univ, Int Campus, Fuzhou 350207, Peoples R China
基金
中国国家自然科学基金;
关键词
annulation; triazoles; 3+2] annulation; carbodiimides; diazoacetonitrile; CYCLOADDITION; 1,2,3-TRIAZOLES; CHEMISTRY; DIVERGENT; YNAMIDES; COPPER; AZIDES;
D O I
10.1055/a-2216-4765
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2,3-Triazoles are a privileged class of heterocycles in medicinal and agrochemical science. Here, we describe the base-promoted [3+2] annulation of carbodiimides with diazoacetonitrile. This reaction protocol permits access to a variety of novel 5-amino-4-cyano-1,2,3-triazoles in a regiospecific manner. Further derivatization is exemplified by a skeletal rearrangement and an N-functionalization of triazole products.
引用
收藏
页码:1557 / 1560
页数:4
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