Grosso, CarlaLiber, MartaBrigas, AmadeuPinho e Melo, Teresa M. V. D.Lemos, Americo2020-07-242020-07-242019-010021-95841938-1328http://hdl.handle.net/10400.1/14489Regioselectivity in hetero Diels-Alder reactions can be observed in a simple reaction between a nonsymmetrical heterodiene and an unsymmetrical heterodienophile. A 9 h and easy to implement laboratory experiment is described, in which students can observe the regioselectivity of inverse "electron-demand" hetero Diels-Alder reactions of an azoalkene with furan or 2,3-dihydrofuran acting as dienophile. This experiment combines synthesis, structural analysis (IR spectroscopy and NMR spectroscopy), and dry- and vacuum-flash isolation methods.engCycloaddition reactionsjournal article10.1021/acs.jchemed.7b00933