Cycloaddition Reactions of Azides and Electron-Deficient Alkenes in Deep Eutectic Solvents: Pyrazolines, Aziridines and Other Surprises

被引：16
|
作者：
Sebest, Filip [1 ]
Lachhani, Kushal [1 ]
Pimpasri, Chaleena [1 ]
Casarrubios, Luis [1 ,2 ,3 ]
White, Andrew J. P. [1 ]
Rzepa, Henry S. [1 ]
Diez-Gonzalez, Silvia [1 ]
机构：
[1] Imperial Coll London, Dept Chem, MSRH, White City Campus,80 Wood Lane, London W12 0BZ, England
[2] Univ Complutense, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[3] Ctr Innovac Quim Avanzada ORFEO CINQA, Madrid 28040, Spain
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 09期
基金：
英国工程与自然科学研究理事会;
关键词：
Alkenes; Azides; Cycloaddition; Heterocycles; Solvent Effects; 1,3-DIPOLAR CYCLOADDITION; EFFICIENT CATALYST; CRYSTAL-STRUCTURE; ARYL AZIDES; CHEMISTRY; ACID; DELTA-2-1,2,3-TRIAZOLINES; HYDRAZINE; CUAAC;
D O I：
10.1002/adsc.201901614
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The reaction of organic azides and electron-deficient alkenes was investigated in a deep eutectic solvents. A series of highly substituted 2-pyrazolines was successfully isolated and their formation rationalised by DFT calculations. The critical effect of substitution was also explored; even relatively small changes in the cycloaddition partners led to completely different reaction outcomes and triazolines, triazoles or enaminones can be formed as major products depending on the alkene employed.
引用
收藏
页码：1877 / 1886
页数：10
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