scholarly journals An efficient green synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives via Strecker reaction under controlled microwave heating

2019 ◽  
Vol 8 (1) ◽  
pp. 297-301 ◽  
Author(s):  
Kamal Usef Sadek ◽  
Afaf Mohamed Abdel-Hameed ◽  
Hisham A. Abdelnabi ◽  
Yasser Meleigy
Keyword(s):  
Reaction Time ◽  
Green Synthesis ◽  
Microwave Heating ◽  
Environmentally Friendly ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Short Reaction Time ◽  
Strecker Reaction ◽  
Benzoyl Cyanide ◽  
High Yields

Abstract A highly efficient multi-component one-pot synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives has been developed through the reaction of easily available aromatic aldehydes, benzoyl cyanide and either 2-aminoimidazole-4,5-dicarbonitrile or 3-amino-1,2,4-triazole in pyridine under controlled microwave heating. The process is environmentally friendly, is operationally simple, with short reaction time and with high yields.

scholarly journals Green synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones

2017 ◽  
Vol 41 (5) ◽  
pp. 271-274 ◽  
Author(s):  
Maryam Salari ◽  
Alireza Hassanabadi ◽  
Mohammad H. Mosslemin
Keyword(s):  
Reaction Time ◽  
Organic Solvent ◽  
Green Synthesis ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
One Pot ◽  
Short Reaction Time ◽  
Excellent Yield ◽  
One Pot Condensation ◽  
High Yields

A green and efficient synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones has been achieved in excellent yield via a three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2,5-dihydroxy-1,4-benzoquinone and aromatic aldehydes in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The salient features of this protocol are the short reaction time, the high yields and it does not involve any hazardous organic solvent.

Efficient One-Pot Synthesis of 12-Aryl-8,9,10,12-Tetrahydrobenzo[a]Xanthen-11-one Derivatives Using NaHSO4 as Catalyst in Ionic Liquid

2010 ◽  
Vol 113-116 ◽  
pp. 1993-1996 ◽  
Author(s):  
Hong Jun Zang ◽  
Yong Zhang ◽  
Bo Wen Cheng
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Environmentally Friendly ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis ◽  
Three Component Coupling

A series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives were synthesized via the three-component coupling from aromatic aldehydes, 2-naphthol and 5,5–dimethylcyclohexane -1,3-dione catalyzed by NaHSO4 in ionic liquid, 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM]BF4). The reaction proceeded with good yields under short reaction time. The NaHSO4 was not expensive and the ionic liquid could be reused. The proposed method is efficient and environmentally friendly.

Nucleophilic Acylation with Aromatic Aldehydes to 2 Bromoacetonitrile: An Umpolung Strategy for the Synthesis of Active Methylene Compounds

2020 ◽  
Vol 17 (7) ◽  
pp. 518-524
Author(s):  
Shailesh Singh ◽  
Jyoti Tiwari ◽  
Deepali Jaiswal ◽  
Amit Kumar Sharma ◽  
Jaya Singh ◽  
...  
Keyword(s):  
Reaction Time ◽  
Ambient Temperature ◽  
Aromatic Aldehydes ◽  
Product Formation ◽  
One Pot ◽  
Short Reaction Time ◽  
Salient Features ◽  
High Yields ◽  
Operational Simplicity ◽  
Nucleophilic Acylation

Background: A novel one-pot N-heterocyclic carbene (NHC)-catalysed acylation of 2- bromoacetonitrile with aromatic aldehydes is reported. The protocol involves carbonyl umpolung reactivity of aldehydes in which the carbonyl carbon attacks nucleophilically (as d1 nucleophile) on the electrophilic terminal of 2-bromoacetonitrile to afford 3-aryl-3-oxopropanenitrile. The salient features of this procedure are short reaction time, operational simplicity, ambient temperature, no by-product formation and high yields. Materials and Methods: A flame-dried round bottom flask was charged with Imidazolium salts (3a) (0.20 mmol). Aldehyde 1a (1.0 mmol), 2-bromoacetonitrile 2 (1.0 mmol), and THF / t-BuOH 5 mL; 10:1) were added at positive nitrogen pressure followed by the addition of DBU (0.15 mmol) through stirring. The resulting yellow- orange solution was stirred at room temperature for 5-6 h. After completion of the reaction (TLC monitored), the reaction mixture was concentrated under reduced pressure. The product was purified using hexane / EtOAc (10:1) as an eluent to provide analytically pure compound 4a. Physical data of representative compounds and the NMR spectroscopic data are in agreement with the literature value. Results and Discussion: The salient features of this procedure are short reaction time, operational simplicity, ambient temperature, no by-product formation and high yields. Conclusion: To sum up, we have developed a convenient, efficient and one-pot route for 3-oxo-3- phenylpropanenitrile synthesis from NHC promoted direct nucleophilic acylation of aromatic aldehydes using 2- bromoacetonitrile. This method provided a wide range of products and good yields. To best of our knowledge, this is the new report for the synthesis of 3-oxo-3-phenylpropanenitrile through NHC promoted nucleophilic acylation of aromatic aldehyde.

An efficient and catalyst-free synthesis of N-arylidene-2-arylimidazo[1,2-a]pyridine-3-ylamine derivatives via Strecker reaction under controlled microwave heating

2017 ◽  
Vol 6 (4) ◽  
Author(s):  
Afaf Mohamed Abdel Hameed ◽  
Moustafa Sherief Moustafa ◽  
Saleh Mohammed Al-Mousawi ◽  
Reham R. Awed ◽  
Kamal Usef Sadek
Keyword(s):  
Microwave Heating ◽  
Multicomponent Reaction ◽  
Aromatic Aldehydes ◽  
Atom Economy ◽  
One Pot ◽  
Strecker Reaction ◽  
Catalyst Free ◽  
Benzoyl Cyanide

AbstractAn efficient one-pot multicomponent reaction of 2-aminopyridine with aromatic aldehydes and either benzoyl cyanide or cyanamide in pyridine under controlled microwave heating afforded N-aryldene-2-arylimidazo[1,2-a]-pyridine-3-ylamine derivatives. The reaction is catalyst free and is of high atom economy.

scholarly journals A Green, Expeditious, One-Pot Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones Using a Mixture of Phosphorus Pentoxide-Methanesulfonic Acid at Ambient Temperature

2012 ◽  
Vol 2012 ◽  
pp. 1-6 ◽  
Author(s):  
Amulrao Borse ◽  
Mahesh Patil ◽  
Nilesh Patil ◽  
Rohan Shinde
Keyword(s):  
Reaction Time ◽  
Ambient Temperature ◽  
Room Temperature ◽  
Simple Procedure ◽  
Methanesulfonic Acid ◽  
Phosphorus Pentoxide ◽  
One Pot ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
High Yields

An expeditious, one-pot method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones using a mixture of phosphorus pentoxide-methanesulfonic acid (Eaton’s reagent) at room temperature under solvent-free conditions is described. The salient features of this method include short reaction time, green aspects, high yields, and simple procedure.

scholarly journals Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Maryam Kamalzare ◽  
Mohammad Reza Ahghari ◽  
Mohammad Bayat ◽  
Ali Maleki
Keyword(s):  
Reaction Time ◽  
Tannic Acid ◽  
High Performance ◽  
Catalytic Performance ◽  
Natural Material ◽  
Magnetic Nanocatalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
High Yields

AbstractRecently magnetic nanocatalyst has attracted considerable attention because of its unique properties, including high performance, easy separation from the reaction mixture, and recyclability. In this study, a novel magnetic bionanocomposite was synthesized with chitosan and tannic acid as a natural material. The synthesized bionanocatalyst was characterized by essential analysis. Fe3O4@chitosan-tannic acid as a heterogeneous nanocatalyst was successfully applied to synthesize pyranopyrazole and its derivatives by a one-pot four-component reaction of malononitrile, ethyl acetoacetate, hydrazine hydrate, and various aromatic aldehyde. At the end of the reaction, the nanocatalyst was separated from the reaction mixture and was reused several times with no significant decrease in its catalytic performance. Simple purification of products, the ability for recovering and reusing the nanocatalyst, eco-friendliness, high yields of pure products, mild reaction conditions, short reaction time, non-toxicity, economically affordable are some of the advantages of using the fabricated nanocatalyst in the synthesis of pyranopyrazole.

Multi-component synthesis of highly substituted imidazoles catalyzed by nanorod vanadatesulfuric acid

2015 ◽  
Vol 69 (11) ◽  
Author(s):  
Masoud Nasr-Esfahani ◽  
Morteza Montazerozohori ◽  
Tooba Abdizadeh
Keyword(s):  
Reaction Time ◽  
High Purity ◽  
Ammonium Acetate ◽  
Chlorosulfonic Acid ◽  
Solvent Free ◽  
One Pot ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Tetrasubstituted Imidazoles

AbstractNanorod vanadatesulfuric acid (VSA NRs), as a recyclable and eco-benign catalyst, was used for one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles using aldehydes, benzil, benzoin or 9,10-phenanthrenequinone and ammonium acetate or aniline under solvent-free conditions providing high to excellent yields. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate in high purity. As compared with the conventional procedures, the present protocol offers several advantages such as simplicity of procedure, short reaction time, high yields, easy workup, recoverability and reusability of the catalyst and simple purification of the products.

Green Synthesis of 4-aryl-3,4-Dihydrochromeno[3,4-e][1,3]Oxazine-2,5-Dione in Aqueous Media by Condensation of 4-Hydroxycoumarin with Aromatic Aldehydes and Methyl Carbamate

2017 ◽  
Vol 41 (3) ◽  
pp. 136-138 ◽  
Author(s):  
Sabereh Bougan ◽  
Alireza Hassanabadi
Keyword(s):  
Green Chemistry ◽  
Organic Solvent ◽  
Green Synthesis ◽  
Aqueous Media ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
One Pot ◽  
Three Component Reaction ◽  
High Yields

A green and efficient synthesis of the title compounds has been achieved in a one-pot, three-component reaction of 4-hydroxycoumarin and aromatic aldehydes with methyl carbamate catalysed by p-toluenesulfonic acid in aqueous media to afford 4-aryl-3,4-dihydrochromeno[3,4-e][1,3]oxazine-2,5-diones in excellent yields. The salient features of this protocol are: short reaction times, high yields and absence of any hazardous organic solvent. Consequently, this procedure could be classified as green chemistry.

scholarly journals Facile Synthesis of Spiro[cyclohexane-1,3’-indoline]-2,2’-diones

2019 ◽  
Vol 25 (1) ◽  
pp. 157-161 ◽  
Author(s):  
Shin-taro Katayama ◽  
Hiroshi Nishino
Keyword(s):  
Natural Products ◽  
Reaction Time ◽  
Total Synthesis ◽  
Facile Synthesis ◽  
One Pot ◽  
Short Reaction Time ◽  
High Yields

AbstractSpiro[cyclohexane-1,3’-indoline]-2,2’-diones were easily prepared in good to high yields by the oxidation of N-aryl-N-methyl-2-oxocyclohexane-1-carboxamides in one pot with a short reaction time. The spiroindolinediones could be important for the total synthesis of natural products.

One-pot synthesis of 2-amino-3-cyano-4-arylsubstituted tetrahydrobenzo[b]pyrans catalysed by silica gel-supported polyphosphoric acid (PPA-SiO2) as an efficient and reusable catalyst

2011 ◽  
Vol 65 (5) ◽  
Author(s):  
Abolghasem Davoodnia ◽  
Sadegh Allameh ◽  
Samineh Fazli ◽  
Niloofar Tavakoli-Hoseini
Keyword(s):  
Reaction Time ◽  
Silica Gel ◽  
Convenient Method ◽  
Polyphosphoric Acid ◽  
Simple Procedure ◽  
Reusable Catalyst ◽  
One Pot ◽  
Short Reaction Time ◽  
Aryl Aldehydes ◽  
High Yields

AbstractA convenient method for the synthesis of tetrahydrobenzo[b]pyrans by a one-pot three-component cyclocondensation of dimedone, aryl aldehydes, and malononitrile in water using silica gel-supported polyphosphoric acid (PPA-SiO2) as an efficient and reusable catalyst is described. The present methodology offers several advantages, such as a simple procedure with ease of handling, short reaction time, high yields, and the absence of any volatile and hazardous organic solvents.

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