1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides under "Non-Conventional" Conditions: Green Solvents, Irradiation, and Continuous Flow

被引:33
作者
Plumet, Joaquin [1 ]
机构
[1] Univ Complutense Madrid, Dept Organ Chem, Fac Chem, Ciudad Univ, Madrid 28040, Spain
来源
CHEMPLUSCHEM | 2020年 / 85卷 / 10期
关键词
dipolar cycloadditions; ionic liquids; microwave irradiation; supercritical carbon dioxide; ultrasound; DEEP EUTECTIC SOLVENTS; AZIDE-ALKYNE CYCLOADDITION; MICROWAVE-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; SUBSTITUTED SACCHARIN DERIVATIVES; DIELS-ALDER REACTIONS; TERT-BUTYL NITRITE; IONIC LIQUIDS; HIGHLY EFFICIENT; REGIOSELECTIVE SYNTHESIS;
D O I
10.1002/cplu.202000448
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 1,3-dipolar cycloaddition reactions (DCs) of nitrile oxides (NOs) to alkenes and alkynes are useful methods for the synthesis of 2-isoxazolines and isoxazoles respectively, which are important classes of heterocyclic compounds in organic and medicinal chemistry. Most of these reactions are carried out in organic solvents and under thermal activation. Nevertheless the use of supercritical carbon dioxide (scCO(2)) and ionic liquids (Ils) as alternative solvents and the application of microwave (MW) and ultrasound (US) as alternative activation procedures have evident advantages from the "Green Chemistry" point of view. The critical discussion on the applications of these "unconventional" activation methods and reaction conditions in the 1,3-DCs of NOs is the objective of the present Review.
引用
收藏
页码:2252 / 2271
页数:20
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