Regioselectivity in Hetero Diels–Alder Reactions

Autor: Grosso, Carla, Liber, Marta, Brigas, Amadeu F., Pinho e Melo, Teresa M. V. D., Lemos, Américo
Zdroj: Journal of Chemical Education; December 2018, Vol. 96 Issue: 1 p148-152, 5p
Abstrakt: Regioselectivity 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.
Databáze: Supplemental Index
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