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Tetraamminecopper(II) Sulfate Monohydrate in Oxidative Azide-olefin Cyclo-addition and Three-component Click Reaction.
Current Organic Synthesis ( IF 1.8 ) Pub Date : 2020-01-31 , DOI: 10.2174/1570179417666191223152643
Jasmin Sultana 1 , Diganta Sarma 1
Affiliation  

Introduction: An effective Cu-complex, [Cu(NH3)4SO4 • H2O] was prepared conveniently from the inexpensive and easily available starting reagents in a simple route.

Materials and Methods: Excellent reactivity of the catalyst was observed towards two competent clickcycloadditions: (a) oxidative cycloaddition of azides with electron-poor olefins and (b) one-pot cycloaddition of alkynes with boronic acid and sodium azide under “click-appropriate” conditions.

Results: No external oxidant, short reaction time, high product yield, wide substrate scope, and aqueous solvent media make the azide-olefin cycloaddition approach a greener route in contrast to the reported methods.

Conclusion: The newly developed mild, green, and rapid three-component strategy shows product diversity with superb yields at room temperature by reducing the synthetic process time and using only 1 mol % of the synthesized copper complex.



中文翻译:

氧化叠氮化物-烯烃环加成反应和三组分点击反应的硫酸四氨合铜(II)一水合物。

简介:一种有效的铜络合物[Cu(NH3)4SO4•H2O]是通过廉价且容易获得的起始试剂通过简单的方法方便地制备的。

材料和方法:在两种有效的单击环加成反应中观察到了优异的催化剂反应性:(a)叠氮化物与电子贫烯烃的氧化环加成反应;和(b)在“单击适当”条件下,炔烃与硼酸和叠氮化钠的一锅环加成反应条件。

结果:与报道的方法相比,没有外部氧化剂,反应时间短,产物收率高,底物范围宽和水性溶剂介质使叠氮化物-烯烃环加成反应路线更绿色。

结论:新开发的温和,绿色和快速的三组分策略通过减少合成过程时间并仅使用1 mol%的合成铜络合物,显示了在室温下具有优异收率的产品多样性。

更新日期:2020-01-31
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