2008
DOI: 10.1016/j.catcom.2007.03.011
|View full text |Cite
|
Sign up to set email alerts
|

Heteropolyacids as heterogeneous and recyclable catalysts for the synthesis of benzimidazoles

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
1

Citation Types

0
47
0

Year Published

2008
2008
2018
2018

Publication Types

Select...
9

Relationship

2
7

Authors

Journals

citations
Cited by 107 publications
(47 citation statements)
references
References 47 publications
0
47
0
Order By: Relevance
“…A number of methods are in vogue for the synthesis of these heterocycles by using different catalysts such as Pd-catalyzed oxidative cyclization (12); ionic-liquid-mediated synthesis (13); baseassisted reaction of 1,1-dibromoethanes (14), SiO 2 / ZnCl 2 (15), ZrOCl 2 ×8H 2 O (16), In(OTF) 3 (17), polyethylene-glycol-mediated catalysts (18), and different heteropolyacid catalysts (19), which include condensation of orthoesters 20Á22, nitriles (23), aldehydes (24), carboxylic acids (25), acid chlorides (26), amides (27), and esters (28) with o-substituted aminoaromatics in the presence of different acids or catalysts; Beckmann rearrangement of o-acylphenol oximes (29); photocyclization of phenolic Schiff bases (30); and benzimidazole synthesis in solvent-free conditions (15). More recently, Germin et al (31) have developed cleaner protocols for alkoxybenzimidazole synthesis via S N Ar reaction, and our group developed benzimidazole, benzoxazole, and benzothiazole from condensation of aldehydes with o-substituted aminoaromatics in the presence of phosphorus trichloride (32).…”
Section: Introductionmentioning
confidence: 99%
“…A number of methods are in vogue for the synthesis of these heterocycles by using different catalysts such as Pd-catalyzed oxidative cyclization (12); ionic-liquid-mediated synthesis (13); baseassisted reaction of 1,1-dibromoethanes (14), SiO 2 / ZnCl 2 (15), ZrOCl 2 ×8H 2 O (16), In(OTF) 3 (17), polyethylene-glycol-mediated catalysts (18), and different heteropolyacid catalysts (19), which include condensation of orthoesters 20Á22, nitriles (23), aldehydes (24), carboxylic acids (25), acid chlorides (26), amides (27), and esters (28) with o-substituted aminoaromatics in the presence of different acids or catalysts; Beckmann rearrangement of o-acylphenol oximes (29); photocyclization of phenolic Schiff bases (30); and benzimidazole synthesis in solvent-free conditions (15). More recently, Germin et al (31) have developed cleaner protocols for alkoxybenzimidazole synthesis via S N Ar reaction, and our group developed benzimidazole, benzoxazole, and benzothiazole from condensation of aldehydes with o-substituted aminoaromatics in the presence of phosphorus trichloride (32).…”
Section: Introductionmentioning
confidence: 99%
“…2). A close comparison of these structures reveals highly superior impact of the ILs that are based on 2-aminoethanol (1) by comparison with more substituted other (2-hydroxyethyl)ammonium carboxylate (2,3). It allows assuming that primary aminogroup of ILs (1) possibly interacts with aromatic aldehyde group and so activates it.…”
Section: Resultsmentioning
confidence: 99%
“…A large number of natural products contain coumarin cycle. Coumarins are successfully used for preparation of different materials-optical brighteners [2,3], chromophoric compounds [4][5][6], etc.. They are also widely used in biological and medicinal research, and especially coumarin-3-carboxylic acid and other 3-substituted coumarins.…”
mentioning
confidence: 99%
“…Catalytic activities of different Lewis acids have been investigated in the synthesis of benzimidazole and benzodiazepines by different groups highlighting the advantages of their protocol over the other methods. [12][13][14][15][16][17][18] However, to the best of our knowledge no attempt has been made to correlate the surface properties of the catalysts and their catalytic activity in the condensation of aldehydes/ketones with OPDA to synthesizes benzimidazole and benzodiazepines Metal oxides and supported metal oxides are known to possess surface acidity and/or basicity and activate a number of industrially important organic transformations. [19][20][21][22][23][24] We have developed new method of synthesis of benzimidazole using green approach and alum as catalyst.…”
Section: Introductionmentioning
confidence: 99%