Journal of Organic Chemistry p. 9738 - 9756 (2016)
Update date:2022-08-15
Topics:
Martín-Acosta, Pedro
Feresin, Gabriela
Tapia, Alejandro
Estévez-Braun, Ana
A highly efficient and regioselective approach to new polycyclic embelin derivatives through a domino Knoevenagel condensation/intramolecular hetero Diels-Alder reaction using O-(arylpropynyloxy)-salicylaldehydes in the presence of ethylenediamine diacetate (EDDA) is reported. This organocatalyzed protocol is compatible toward a wide range of aryl-substituted alkynyl ethers with electron-donating and electron-withdrawing groups. When other active methylene compounds were subjected to this domino reaction the corresponding adducts were obtained in high yield.
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