Study of multicomponent synthesis of 7-alkyl or aryl-6H,7H-benzo[f]chromeno[4,3-b] chromen-6-ones involving N,N-disulfopiperidiniumbisulfate [DSPP][HSO4] as efficient recyclable homogeneous Brönsted acidic catalyst
Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6 H ,7 H -benzo[f]chromeno[4,3-b] chromen-6-ones ( 2a–h ) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of N , N -disulfopiperidinium bisulfate [DSPP][HSO 4 ] as...
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Veröffentlicht in: | Molecular diversity 2024-02, Vol.28 (1), p.159-169 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Herein, a new type of pyranocoumarin derivatives 7-alkyl or aryl-6
H
,7
H
-benzo[f]chromeno[4,3-b] chromen-6-ones (
2a–h
) was developed via three component reaction of 4-hydroxy coumarin, β-naphthol and aliphatic/aryl aldehydes using 25 mol% of
N
,
N
-disulfopiperidinium bisulfate [DSPP][HSO
4
] as homogeneous recyclable Brönsted acidic ionic liquid catalyst in EtOAc under reflux to produce excellent yields (89–97%) of the products within 2–4 h reaction. In neat condition, the same reaction required 4.5 h to produce 90% yield of model product (
2d
) at 100 ℃, which took only 2.5 h to yield 97% of the same product in EtOAc under reflux temperature.
Graphical abstract |
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ISSN: | 1381-1991 1573-501X |
DOI: | 10.1007/s11030-023-10642-6 |