Microwave-Assisted K-10 Montmorillonite Clay–Mediated Knoevenagel Hetero-Diels–Alder Reactions: A Novel Protocol for the Synthesis of Polycyclic Pyrano[2,3,4-kl]xanthene Derivatives
- 28 January 2009
- journal article
- research article
- Published by Informa UK Limited in Synthetic Communications
- Vol. 39 (4), 613-625
- https://doi.org/10.1080/00397910802417825
Abstract
The intramolecular hetero-Diels–Alder reactions of 2-(cyclohex-2-enyloxy)benzaldehyde by Knoevenagel condensation with symmetrical 1,3-diones under three different conditions afforded the pyrano[2,3,4-kl]xanthene derivatives in a stereoselective manner in good yield. The structure of one of the products was unambiguously established by x-ray analysis.Keywords
This publication has 12 references indexed in Scilit:
- cis-3-Methyl-1-phenyl-8a,9,10,11,12,12a,12b-hexahydro-1H,3bH-pyrazolo[3,4:2′,3′]pyrano[4′,5′,6′-kl]xantheneActa Crystallographica Section E Structure Reports Online, 2007
- Solvent-free microwave-assisted conversion of Baylis–Hillman adducts of ninhydrin into functionalized spiropyrrolidines/pyrrolizidines through 1,3-dipolar cycloadditionTetrahedron Letters, 2007
- A rapid access to indolo[2,1-a]pyrrolo[4′,3′:4,5]pyrano[5,6-c]coumarin/[6,5-c]chromone derivatives by domino Knoevenagal intramolecular hetero Diels–Alder reactionsTetrahedron Letters, 2007
- An efficient synthesis of thiopyrano[5,6-c]coumarin/[6,5-c]chromones through intramolecular domino Knoevenagel hetero Diels–Alder reactionsTetrahedron Letters, 2006
- A regioselective synthesis of dispiro[oxindole-cyclohexanone]pyrrolidines and dispiro[oxindole-hexahydroindazole]pyrrolidines by sequential 1,3-dipolar cycloaddition and annulation through a microwave induced solvent-free approachTetrahedron, 2005
- A facile synthesis of novel dispiroheterocycles through solvent-free microwave-assisted [3+2] cycloaddition of azomethine ylidesTetrahedron Letters, 2004
- Photophysical and photochemical properties of dye molecules in polymers used for fluorescent solar concentratorsJournal of Chemical Sciences, 1995
- Intramolecular Diels–Alder ReactionsPublished by Elsevier BV ,1991
- Control of the Conformation of Transition States in Intramolecular Diels‐Alder Reactions with Inverse Electron DemandAngewandte Chemie-International Edition, 1982
- A Study of the Intramolecular Diels-Alder Reaction1The Journal of Organic Chemistry, 1965