Multi-Component Syntheses of Spiro[furan-2,3'-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
Two previously described Brønsted acidic ionic liquids, 3,3'-(1,6-hexanediyl)bis(1-methyl)-1 -imidazolium hydrogen sulfate ( ) and 1,1'-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate ( ), were used as catalysts for the preparation of spiro[furan-2,3'-indoline]-3-carboxylate derivati...
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Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2024-03, Vol.29 (6), p.1223 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Two previously described Brønsted acidic ionic liquids, 3,3'-(1,6-hexanediyl)bis(1-methyl)-1
-imidazolium hydrogen sulfate (
) and 1,1'-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (
), were used as catalysts for the preparation of spiro[furan-2,3'-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (
-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (
-
) in high yields ranging from 80% to 98%. Under the same conditions, the use of sulfuric acid and acetic acid as a Brønstedt catalyst did not yield the desired benchmark product
. |
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ISSN: | 1420-3049 1420-3049 |
DOI: | 10.3390/molecules29061223 |