2018
DOI: 10.1039/c7gc03644b
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Facile synthesis of 1,4-diketonesviathree-component reactions of α-ketoaldehyde, 1,3-dicarbonyl compound, and a nucleophile in water

Abstract: Three-component reactions of alkylglyoxals, 1,3-dicarbonyl compounds, and a nucleophile were performed under aqueous and catalyst-free conditions, which produced 1,4-diketone scaffolds in a straightforward way.

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Cited by 57 publications
(27 citation statements)
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“…and costeffectiveness in character. [21] To our delight, this C3acylation reaction of quinoxalin-2(1H)-one occurred well by using water as reaction solvent (entry 8, 59%). To further improve the reaction yield, other reaction paraments were screened.…”
mentioning
confidence: 85%
“…and costeffectiveness in character. [21] To our delight, this C3acylation reaction of quinoxalin-2(1H)-one occurred well by using water as reaction solvent (entry 8, 59%). To further improve the reaction yield, other reaction paraments were screened.…”
mentioning
confidence: 85%
“…1,4‐Diketones and their derivatives represent interesting classes of natural and synthetic compounds that display a wide range of biological properties. Moreover, they serve as important intermediates for the synthesis of cyclopentenones, diols, and some heterocycles, such as furans, pyrroles, pyridazine, thiophenes, and pyrrolidines . We next investigated the substitution/detrifluoroacetylation strategy for the synthesis of 1,4‐diketones using α‐bromo ketones as electrophilic reagents.…”
Section: Resultsmentioning
confidence: 99%
“…As a proof of concept, Michael addition reaction of indole ( 1 a ) with pent‐1‐en‐3‐one ( 2 a ) was carried out in water to construct 3‐substituted indoles, a type of important precursors in the synthesis of biologically active compounds and natural products ,, . However, the reaction was sluggish based on TLC analysis.…”
Section: Figurementioning
confidence: 99%