DMAP-Catalyzed Reaction of Diethyl 1,3-Acetonedicarboxylate with 2-Hydroxybenzylideneindenediones: Facile Synthesis of Fluorenone-Fused Coumarins
Author | Shkoor, Mohanad |
Author | Bayari, Raghad |
Available date | 2023-01-23T10:59:50Z |
Publication Date | 2021-05-12 |
Publication Name | Synlett |
Identifier | http://dx.doi.org/10.1055/a-1385-2345 |
Citation | Shkoor, M., & Bayari, R. (2021). DMAP-Catalyzed Reaction of Diethyl 1, 3-Acetonedicarboxylate with 2-Hydroxybenzylideneindenediones: Facile Synthesis of Fluorenone-Fused Coumarins. Synlett, 32(08), 795-799. |
ISSN | 09365214 |
Abstract | The base-catalyzed reaction of diethyl 1,3-acetonedicarboxylate with 2-hydroxybenzylidene indenediones was studied. The reaction provides a facile and expeditious protocol for the synthesis of natural product inspired fluorenone-fused coumarins in good to very good yields. This process resembles a combination of domino Michael-intramolecular Knoevenagel-aromatization-lactonization reactions in a single step. Although this reaction operates with many bases, the best yields were obtained with DMAP as a catalyst. This protocol could open new potential avenues for the synthesis of fused coumarins by the reaction of substituted β-keto esters with different 2-(2-hydroxybenzylidenes) of 1,3-dicarbonyl compounds. |
Sponsor | This work was supported by Qatar University (Student Grant, Grant No. QUST-2-CAS-2019-28). |
Language | en |
Publisher | Thieme Gruppe |
Subject | benzo[ c ]chromen-6-ones coumarin DMAP fluorenone indandione |
Type | Other |
Pagination | 795-799 |
Issue Number | 8 |
Volume Number | 32 |
ESSN | 1437-2096 |
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Chemistry & Earth Sciences [557 items ]