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)-1H-imidazolium hydrogen sulfate (Cat1) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (Cat2), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a...

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Vydáno v:	Molecules (Basel, Switzerland) Ročník 29; číslo 6; s. 1223
Hlavní autoři:	Khalaj, Mehdi, Zarandi, Maryam, Samadi Kazemi, Malihe, Musavi, Seyed Mahmoud, Hohnsen, Johannes, Klein, Axel
Médium:	Journal Article
Jazyk:	angličtina
Vydáno:	Switzerland MDPI AG 01.03.2024 MDPI
Témata:	Acetic acid Amino acids butenolides Catalysts Chemical bonds Furans Hydrogen imidazolium hydrogen sulfate ionic liquid catalyst Medical equipment and supplies industry Medical test kit industry Nanoparticles Pharmaceutical industry pyridinium hydrogen sulfate Solvents spiro compounds spiro[furan-2,3′-indoline]-3-carboxylate derivatives Sulfates Sulfuric acid United States Germany United States > US butenolides spiro[furan-2,3′-indoline]-3-carboxylate derivatives imidazolium hydrogen sulfate pyridinium hydrogen sulfate spiro compounds ionic liquid catalyst
ISSN:	1420-3049, 1420-3049
On-line přístup:	Získat plný text
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Popis
Shrnutí:	Two previously described Brønsted acidic ionic liquids, 3,3′-(1,6-hexanediyl)bis(1-methyl)-1H-imidazolium hydrogen sulfate (Cat1) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (Cat2), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (N-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (1a–15a) 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 1a.
Bibliografie:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules29061223