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Pericyclic Reactions vs Polar Reactions. Use of Heterocycles as Electrophiles. Microwave Irradiation | Chapter 5 | Theory and Applications of Chemistry Vol. 2

Considering the possibility of analyzing polar cycloaddition reactions, in this work we studied a series Diels-Alder reaction using different heterocycles derivatives acting as electrophiles joint to dienes of different nucleophilicity, analyzing the effect of the microwave irradiation in these processes. For this, two reaction conditions have been worked: toluene as solvent and solvent free. The last one presents the better yield in shorter time of reaction. Using microwave heating the aromatic cycloadducts are clearly predominant. The reactions that will be discussed could be considered of the pericyclic type, however  taken  account  the  effect  of  the  solvent  on  them,  they  could  also  be  considered  polar. Consequently, it would be in the presence of a borderline situation. The methodology explored could be used in commercial form. However, it would be necessary to have the required equipment for ...