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<i<H</i<-imidazolium hydrogen sulfate (<b<Cat1</b<) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (<b<Cat2</b<), were used as catalysts for the preparation of s...
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Autor*in:	Mehdi Khalaj [verfasserIn] Maryam Zarandi [verfasserIn] Malihe Samadi Kazemi [verfasserIn] Seyed Mahmoud Musavi [verfasserIn] Johannes Hohnsen [verfasserIn] Axel Klein [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2024

Schlagwörter:	spiro[furan-2,3′-indoline]-3-carboxylate derivatives ionic liquid catalyst butenolides spiro compounds imidazolium hydrogen sulfate pyridinium hydrogen sulfate

Übergeordnetes Werk:	In: Molecules - MDPI AG, 2003, 29(2024), 6, p 1223
Übergeordnetes Werk:	volume:29 ; year:2024 ; number:6, p 1223

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/molecules29061223

Katalog-ID:	DOAJ100457940

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spelling	10.3390/molecules29061223 doi (DE-627)DOAJ100457940 (DE-599)DOAJ7ab6eadd4bb24008a5328b1c2999bf4a DE-627 ger DE-627 rakwb eng QD241-441 Mehdi Khalaj verfasserin aut Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts 2024 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Two previously described Brønsted acidic ionic liquids, 3,3′-(1,6-hexanediyl)bis(1-methyl)-1<i<H</i<-imidazolium hydrogen sulfate (<b<Cat1</b<) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (<b<Cat2</b<), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (<i<N</i<-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (<b<1a</b<–<b<15a</b<) 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 <b<1a</b<. spiro[furan-2,3′-indoline]-3-carboxylate derivatives ionic liquid catalyst butenolides spiro compounds imidazolium hydrogen sulfate pyridinium hydrogen sulfate Organic chemistry Maryam Zarandi verfasserin aut Malihe Samadi Kazemi verfasserin aut Seyed Mahmoud Musavi verfasserin aut Johannes Hohnsen verfasserin aut Axel Klein verfasserin aut In Molecules MDPI AG, 2003 29(2024), 6, p 1223 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:29 year:2024 number:6, p 1223 https://doi.org/10.3390/molecules29061223 kostenfrei https://doaj.org/article/7ab6eadd4bb24008a5328b1c2999bf4a kostenfrei https://www.mdpi.com/1420-3049/29/6/1223 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 29 2024 6, p 1223
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language	English
source	In Molecules 29(2024), 6, p 1223 volume:29 year:2024 number:6, p 1223
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topic_facet	spiro[furan-2,3′-indoline]-3-carboxylate derivatives ionic liquid catalyst butenolides spiro compounds imidazolium hydrogen sulfate pyridinium hydrogen sulfate Organic chemistry
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container_title	Molecules
authorswithroles_txt_mv	Mehdi Khalaj @@aut@@ Maryam Zarandi @@aut@@ Malihe Samadi Kazemi @@aut@@ Seyed Mahmoud Musavi @@aut@@ Johannes Hohnsen @@aut@@ Axel Klein @@aut@@
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callnumber-first	Q - Science
author	Mehdi Khalaj
spellingShingle	Mehdi Khalaj misc QD241-441 misc spiro[furan-2,3′-indoline]-3-carboxylate derivatives misc ionic liquid catalyst misc butenolides misc spiro compounds misc imidazolium hydrogen sulfate misc pyridinium hydrogen sulfate misc Organic chemistry Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
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topic_title	QD241-441 Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts spiro[furan-2,3′-indoline]-3-carboxylate derivatives ionic liquid catalyst butenolides spiro compounds imidazolium hydrogen sulfate pyridinium hydrogen sulfate
topic	misc QD241-441 misc spiro[furan-2,3′-indoline]-3-carboxylate derivatives misc ionic liquid catalyst misc butenolides misc spiro compounds misc imidazolium hydrogen sulfate misc pyridinium hydrogen sulfate misc Organic chemistry
topic_unstemmed	misc QD241-441 misc spiro[furan-2,3′-indoline]-3-carboxylate derivatives misc ionic liquid catalyst misc butenolides misc spiro compounds misc imidazolium hydrogen sulfate misc pyridinium hydrogen sulfate misc Organic chemistry
topic_browse	misc QD241-441 misc spiro[furan-2,3′-indoline]-3-carboxylate derivatives misc ionic liquid catalyst misc butenolides misc spiro compounds misc imidazolium hydrogen sulfate misc pyridinium hydrogen sulfate misc Organic chemistry
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title	Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
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title_full	Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
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title_sort	multi-component syntheses of spiro[furan-2,3′-indoline]-3-carboxylate derivatives using ionic liquid catalysts
callnumber	QD241-441
title_auth	Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
abstract	Two previously described Brønsted acidic ionic liquids, 3,3′-(1,6-hexanediyl)bis(1-methyl)-1<i<H</i<-imidazolium hydrogen sulfate (<b<Cat1</b<) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (<b<Cat2</b<), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (<i<N</i<-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (<b<1a</b<–<b<15a</b<) 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 <b<1a</b<.
abstractGer	Two previously described Brønsted acidic ionic liquids, 3,3′-(1,6-hexanediyl)bis(1-methyl)-1<i<H</i<-imidazolium hydrogen sulfate (<b<Cat1</b<) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (<b<Cat2</b<), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (<i<N</i<-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (<b<1a</b<–<b<15a</b<) 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 <b<1a</b<.
abstract_unstemmed	Two previously described Brønsted acidic ionic liquids, 3,3′-(1,6-hexanediyl)bis(1-methyl)-1<i<H</i<-imidazolium hydrogen sulfate (<b<Cat1</b<) and 1,1′-(1,6-hexanediyl)bis(pyridinium) hydrogen sulfate (<b<Cat2</b<), were used as catalysts for the preparation of spiro[furan-2,3′-indoline]-3-carboxylate derivatives via a three-component reaction of anilines, isatins (<i<N</i<-alkyl-indoline-2,3-diones), and diethyl acetylenedicarboxylate, in high yields. The use of ultrasonic (US) irradiation led to the targeted products (<b<1a</b<–<b<15a</b<) 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 <b<1a</b<.
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container_issue	6, p 1223
title_short	Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts
url	https://doi.org/10.3390/molecules29061223 https://doaj.org/article/7ab6eadd4bb24008a5328b1c2999bf4a https://www.mdpi.com/1420-3049/29/6/1223 https://doaj.org/toc/1420-3049
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up_date	2024-07-03T14:46:56.453Z
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Multi-Component Syntheses of Spiro[furan-2,3′-indoline]-3-carboxylate Derivatives Using Ionic Liquid Catalysts

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