Ytterbium(III) triflate catalyzed synthesis of calix[4]pyrroles in ionic liquids

2008 ◽  
Vol 86 (9) ◽  
pp. 899-902 ◽  
Author(s):  
Anil Kumar ◽  
Israr Ahmad ◽  
M Sudershan Rao
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
High Yield ◽  
Ytterbium Triflate ◽  
Lewis Acid Catalyst

Ytterbium(III) triflate has been utilized as a mild Lewis-acid catalyst for the synthesis of various calix[4]pyrroles by the condensation of pyrrole with different ketones in ionic liquids. The calix[4]pyrroles were obtained in high yield under ecofriendly, economical, and noncorrosive conditions, and the catalyst was recovered and recycled.Key words: calix[4]pyrrole, ionic liquid, ytterbium triflate.

scholarly journals PRAVADOLINE SYNTHESIS USING AN IMIDAZOLIUM-BASED IONIC LIQUID AS A GREEN SOLVENT

2011 ◽  
Vol 14 (3) ◽  
pp. 79-86
Author(s):  
Nam Thanh Son Phan ◽  
Ha Vu Le
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Acid Catalyst ◽  
High Yield ◽  
Viet Nam ◽  
Pharmaceutical Chemical ◽  
Green Solvents ◽  
Green Solvent ◽  
1H And 13C Nmr ◽  
Lewis Acid Catalyst

An easily accessible ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) was synthesized, and characterized using 1H and 13C NMR, and MS. The ionic liquid was demonstrated to be an efficient green solvent for the synthesis of pravadoline, one of non-steroidal drugs. High yield was achieved without the presence of an anhydrous Lewis acid catalyst. The reaction was also successfully carried out using other imidazolium-based ionic liquids, including 1-hexyl-3-methylimidazolium hexafluorophosphate ([HMIM][PF6]), and 1-octyl-3- methylimidazolium hexafluorophosphate ([OMIM][PF6]). To our best knowledge, this is the first report in Viet Nam on the synthesis of a pharmaceutical chemical in ionic liquids as green solvents.

An ionic liquid mediated Friedel-Crafts addition of arenes to isothiocyanates

2003 ◽  
Vol 81 (10) ◽  
pp. 1057-1060 ◽  
Author(s):  
Prashant U Naik ◽  
Susheel J Nara ◽  
Jitendra R Harjani ◽  
Manikrao M Salunkhe
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Product Formation ◽  
Progressive Increase ◽  
Lewis Acidity ◽  
Optimal Amount ◽  
Lewis Acid Catalyst

A new protocol is developed for the synthesis of N-substituted thioamides, employing arenes and isothiocyanates in 1-butyl-3-methylimidazolium chloroaluminate ionic liquid, [bmim]Cl·2AlCl3, as a homogenous Lewis acid catalyst and solvent. The effect of Lewis acidity and the stoichiometry of the ionic liquid on the extent of product formation is studied. Studies reveal that a progressive increase in yields was observed with increasing Lewis acidity, and two equivalents of [bmim]Cl·2AlCl3 was the optimal amount for the reaction. A distinct para selectivity for the incoming thioamido group on activated arenes was observed under ambient conditions.Key words: arenes, isothiocyanates, Friedel–Crafts, ionic liquids, thioamides.

Mechanism of Glucose Conversion into 5-Ethoxymethylfurfural in Ethanol with Hydrogen Sulfate Ionic Liquid Additives and a Lewis Acid Catalyst

2018 ◽  
Vol 32 (8) ◽  
pp. 8411-8419 ◽  
Author(s):  
Haixin Guo ◽  
Alif Duereh ◽  
Yuya Hiraga ◽  
Xinhua Qi ◽  
Richard Lee Smith
Keyword(s):  
Ionic Liquid ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Hydrogen Sulfate ◽  
Lewis Acid Catalyst

Lewis Acid Promoted, One-Pot Synthesis of Fluoroquinolone Clubbed 1,3,4-Thiadiazole Motifs under Microwave Irradiation: Their Biological Activities

2020 ◽  
Vol 7 (1) ◽  
pp. 60-66
Author(s):  
Navin B. Patel ◽  
Rahul B. Parmar ◽  
Hetal I. Soni
Keyword(s):  
Reaction Time ◽  
Microwave Irradiation ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Antitubercular Activity ◽  
Biologically Active ◽  
High Yield ◽  
One Pot ◽  
One Pot Synthesis ◽  
Lewis Acid Catalyst

Background: A Lewis acid promoted efficient and facile procedure for one-pot synthesis of a novel series of fluoroquinolone clubbed with thiadiazoles motifs under microwave irradiation is described here. This technique has more advantages such as high yield, a clean procedure, low reaction time, simple work-up and use of Lewis acid catalyst. Objective: Our aim is to generate a biologically active 1,3,4- thiadiazole ring system by using a onepot synthesis method and microwave-assisted heating. High yield and low reaction time were the main purposes to synthesize bioactive fluoroquinolone clubbed 1,3,4- thiadiazole moiety. Methods: Fluoroquinolone Clubbed 1,3,4-Thiadiazole Motifs was prepared by Lewis acid promoted, one-pot synthesis, under microwave irradiation. All the synthesized molecules were determined by IR, 1H NMR, 13C NMR, and Mass spectra. The antimicrobial activity of synthesized compounds was examined against two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), two Gram-positive bacteria (Staphylococcus aureus, Streptococcus pyogenes), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) using the MIC (Minimal Inhibitory Concentration) method and antitubercular activity H37Rv using L. J. Slope Method. Results: Lewis acid promoted, one-pot synthesis of Fluoroquinolone clubbed 1,3,4-Thiadiazole motifs under microwave irradiation is an extremely beneficial method because of its low reaction time and good yield. Some of these novel derivatives showed moderate to good in vitro antibacterial, antifungal, and antitubercular activity. Conclusion: One-pot synthesis of 1,3,4-Thiadiazole by using Lewis acid catalyst gives a good result for saving time and also getting more production of novel heterocyclic compounds with good antimicrobial properties via microwave heating method.

Baeyer Condensation in Chloroaluminate Ionic Liquid

2003 ◽  
Vol 2003 (3) ◽  
pp. 168-169 ◽  
Author(s):  
Aniruddha M. Paul ◽  
Amit C. Khandekar ◽  
Bhushan M. Khadilkar
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Lewis Acid ◽  
Reaction Medium ◽  
Acid Catalyst ◽  
Dual Purpose ◽  
Lewis Acid Catalyst ◽  
Substituted Benzaldehydes

1- n-butylpyridinium chloroaluminate serves the dual purpose of a reaction medium and a Lewis acid catalyst for condensation of substituted benzaldehydes with N, N-dimethylaniline to obtain triarylmethanes (leuco bases) in good yields with significant reduction in reaction time and simplification of the workup process.

scholarly journals New nano-Fe3O4-supported Lewis acidic ionic liquid as a highly effective and recyclable catalyst for the preparation of benzoxanthenes and pyrroles under solvent-free sonication

RSC Advances ◽  
2018 ◽  
Vol 8 (62) ◽  
pp. 35681-35688 ◽  
Author(s):  
Hai Truong Nguyen ◽  
Ngoc-Phuong Thi Le ◽  
Duy-Khiem Nguyen Chau ◽  
Phuong Hoang Tran
Keyword(s):  
Ionic Liquid ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Solvent Free ◽  
Acidic Ionic Liquid ◽  
Magnetically Separable Catalyst ◽  
Lewis Acid Catalyst ◽  
Magnetically Separable ◽  
Nano Fe3o4 ◽  
Lewis Acidic Ionic Liquid

A novel magnetically separable catalyst can be used as a green solid Lewis acid catalyst in the synthesis of benzoxanthenes and pyrroles under solvent-free sonication.

Chemoselective hydration of nitriles to amides using hydrated ionic liquid (IL) tetrabutylammonium hydroxide (TBAH) as a green catalyst

RSC Advances ◽  
2015 ◽  
Vol 5 (9) ◽  
pp. 6365-6371 ◽  
Author(s):  
Hojat Veisi ◽  
Behrooz Maleki ◽  
Mona Hamelian ◽  
Samaneh Sedigh Ashrafi
Keyword(s):  
Ionic Liquid ◽  
Base Metal ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Tetrabutylammonium Hydroxide ◽  
Green Catalyst ◽  
Chemoselective Synthesis ◽  
Lewis Acid Catalyst

A green, chemoselective synthesis of amides, avoiding the use of any base, metal, or Lewis acid catalyst.

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