Microwave-Assisted Organocatalytic Intramolecular Knoevenagel/Hetero Diels–Alder Reaction with O-(Arylpropynyloxy)-Salicylaldehydes: Synthesis of Polycyclic Embelin Derivatives
| Autor: | Alejandro Tapia, Ana Estévez-Braun, Gabriela Egly Feresin, Pedro Martín-Acosta |
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| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Otras Ciencias Químicas Organic Chemistry Ciencias Químicas Regioselectivity Ethylenediamine SYNTHESIS 010402 general chemistry 01 natural sciences 0104 chemical sciences purl.org/becyt/ford/1 [https] chemistry.chemical_compound Cascade reaction chemistry EMBELIN DERIVATIVES Yield (chemistry) Intramolecular force purl.org/becyt/ford/1.4 [https] Organic chemistry Knoevenagel condensation MICROWAVE Methylene CIENCIAS NATURALES Y EXACTAS Diels–Alder reaction |
| Zdroj: | CONICET Digital (CONICET) Consejo Nacional de Investigaciones Científicas y Técnicas instacron:CONICET |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.6b01818 |
| Popis: | 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. Fil: Martín-Acosta, Pedro. Universidad de La Laguna; España Fil: Feresin, Gabriela Egly. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de San Juan; Argentina Fil: Tapia, Alejandro. Universidad Nacional de San Juan; Argentina Fil: Estevez Braun, Ana. Universidad de La Laguna; España |
| Databáze: | OpenAIRE |
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