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Cycloaddition Reactions of Azides and Electron‐Deficient Alkenes in Deep Eutectic Solvents: Pyrazolines, Aziridines and Other Surprises
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-04-02 , DOI: 10.1002/adsc.201901614
Filip Sebest 1 , Kushal Lachhani 1 , Chaleena Pimpasri 1 , Luis Casarrubios 1, 2 , Andrew J. P. White 1 , Henry S. Rzepa 1 , Silvia Díez‐González 1
Affiliation  

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.

中文翻译:

深共晶溶剂中叠氮化物和电子不足的烯烃的环加成反应:吡唑啉,氮丙啶和其他意外反应

在深共熔溶剂中研究了有机叠氮化物与缺电子烯烃的反应。成功地分离出了一系列高度取代的2-吡唑啉,并通过DFT计算合理化了它们的形成。还探讨了替代的关键作用。甚至环加成伙伴中相对较小的变化也会导致完全不同的反应结果,取决于所使用的烯烃,三唑啉,三唑或烯胺酮可以形成为主要产物。
更新日期:2020-04-02
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