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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 4
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Original Articles

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

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Pages 613-625 | Received 15 May 2008, Published online: 28 Jan 2009
 

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.

Notes

a Reaction conditions: method A: toluene reflux; method B: toluene, MW; method C: K-10 montmorrilonite clay, MW.

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