Solvent-Directed Click Reaction between Active Methylene Compounds and Azido-1,3,5-triazines

被引：12
|
作者：
Yan, Ziqiang [1 ]
Li, Yuanheng [1 ]
Ma, Mingming [1 ]
机构：
[1] Univ Sci & Technol China, CAS Key Lab Soft Matter Chem, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 18期
基金：
中国国家自然科学基金;
关键词：
1,3-DIPOLAR CYCLOADDITION; BIOLOGICAL PROFILE; N-TOSYLHYDRAZONES; 1,2,3-TRIAZOLES; CHEMISTRY; DISCOVERY; CATALYST;
D O I：
10.1021/acs.orglett.9b02089
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel solvent-directed click reaction between active methylene compounds and azido-1,3,5-triazines has been developed. In aqueous solution, the regiospecific trisubstituted 1,2,3-triazole products are quickly synthesized in high yields under mild conditions and easy to separate without column chromatography. This click reaction is controlled by the protonation of a nitrogen anion intermediate, and the postulated mechanism is substantiated by DFT calculations.
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页码：7204 / 7208
页数：5
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