Journal
CHEMPLUSCHEM
Volume 85, Issue 10, Pages 2252-2271Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cplu.202000448
Keywords
dipolar cycloadditions; ionic liquids; microwave irradiation; supercritical carbon dioxide; ultrasound
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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.
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