Microwave assisted one pot synthesis of 7-substituted 2-(2-oxo-2H-chromen-3-yl)acetic acids as precursors of new anti-tumour compounds
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Silvia Kováčová
,
Lucia Kováčiková
Abstract
Perkin condensation with subsequent intramolecular lactonisation as one pot syntheses of 2-(2-oxo-2H-chromen-3-yl)acetic acids VIIa-Xa has been studied. The required acids VIIa-Xa were prepared as precursors of recently discovered compounds possessing antineoplastic activities. Syntheses of VIIa-Xa were carried out using para substituted 2-hydroxybenzaldehydes II-VI, succinic acid anhydride, sodium succinate under thermal or microwave conditions. Significant shortening of the reaction time under microwave irradiation was observed (18–50 min instead of 1.5–5 h of heating). Microwave assisted reactions proceeded more smoothly to give higher yield of the required products VIIa-Xa (31–61 %) compared to those under classical thermal conditions e.g. 21.8 % for IXa (Hurenkamp et al., 2007). Seven reaction by-products were isolated and determined as 2H,2′H-3,3′-bichromene-2,2′-diones VIIb-Xb and (E)-3-(2-hydroxystyryl)-2H-chromen-2-ones VIIc-IXc.
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Artikel in diesem Heft
- Chemical conjugation of biomacromolecules: A mini-review
- Talaromyces flavus and its metabolites
- Application of non-steroidal anti-inflammatory drugs for palladium determination
- A naked-eye, selective and sensitive chemosensor for fluoride ion
- Determination of catechin and epicatechin in the peel of apple varieties resistant and non-resistant to apple scab
- The use of sulfated tin oxide as solid superacid catalyst for heterogeneous transesterification of Jatropha curcas oil
- Effect of pH and washing on calcium and magnesium distribution between pulp and filtrate
- Influence of lead dioxide electrodes morphology on kinetics and current efficiency of oxygen-ozone evolution reactions
- Synthesis of methyl acetoacetate from acetone and dimethyl carbonate with alkali-promoted MgO catalysts
- Synthesis, crystal structure, and 1H NMR spectra of a chloride-bridged chain complex of dinuclear ruthenium(II,III) 3,4,5-tri(ethoxy-d 5)benzoate
- Modification of poly(vinyl alcohol) membrane via blending with poly(γ-benzyl l-glutamate)-block-poly(ethylene glycol) copolymer
- Oxidative polymerization of anilinium 5-sulfosalicylate with peroxydisulfate in water
- Morphological patterns of poly(N-isopropylacrylamide) derivatives synthesized with EGDMA, DEGDMA, and TEGDMA crosslinkers for application as thermosensitive drug carriers
- Influence of a Fe/activated carbon catalyst and reaction parameters on methane decomposition during the synthesis of carbon nanotubes
- Microwave assisted one pot synthesis of 7-substituted 2-(2-oxo-2H-chromen-3-yl)acetic acids as precursors of new anti-tumour compounds
- ZnO nanoparticles in the synthesis of AB ring core of camptothecin
- Novel benzopyranopyridine derivatives of 2-amino-3-formylchromone
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