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.

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.

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.

scholarly journals Pentafluoropropionic Acid: An Efficient and Metal-Free Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-5 ◽  
Author(s):  
Naser Montazeri ◽  
Taghva Noghani ◽  
Mona Ghorchibeigy ◽  
Rozita Zoghi
Keyword(s):  
Reaction Time ◽  
Aromatic Aldehyde ◽  
One Pot ◽  
Short Reaction Time ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
High Yields

Pentafluoropropionic acid (PFPA) efficiently catalyzes the one-pot, three-component reaction of aromatic aldehyde, malononitrile, and dimedone to yield tetrahydrobenzo[b]pyran derivatives in high yields. This method is of great value because of its easy processing, short reaction time, environmentally, and high yields.

Iodine-promoted Prins-cyclization of ketones — A facile synthesis of spirocyclic-4-iodo-tetrahydropyrans and 5,6-dihydro-2H-pyrans

2007 ◽  
Vol 85 (6) ◽  
pp. 412-415 ◽  
Author(s):  
J S Yadav ◽  
B V Subba Reddy ◽  
V Hari Krishna ◽  
T Swamy ◽  
GG KS Narayana Kumar
Keyword(s):  
Reaction Time ◽  
Ambient Temperature ◽  
High Selectivity ◽  
Molecular Iodine ◽  
Facile Synthesis ◽  
Prins Cyclization ◽  
Short Reaction Time ◽  
Homopropargylic Alcohols ◽  
High Yields

Homoallylic and homopropargylic alcohols undergo smooth coupling with ketones in the presence of molecular iodine at ambient temperature to produce spirocyclic-4-iodotetrahydropyrans and 5,6-dihydro-2H-pyrans, respectively, in high yields in a short reaction time with high selectivity. The use of molecular iodine makes this procedure quite simple, more convenient, and cost-effective.Key words: Prins-cyclization, iodine, homopropargylic alcohol, spirocyclic-4-iodopyrans.

Synthesis of a series of novel 2,3-dihydrofuranonaphthoquinone derivatives

2017 ◽  
Vol 41 (8) ◽  
pp. 448-451 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi
Keyword(s):  
Reaction Time ◽  
Green Chemistry ◽  
Organic Solvent ◽  
Aromatic Aldehyde ◽  
Efficient Synthesis ◽  
One Pot ◽  
Short Reaction Time ◽  
Highly Efficient ◽  
One Pot Condensation ◽  
High Yields

A green and highly efficient synthesis of 12 novel trans-2-(4-chlorobenzoyl)-3-aryl-2,3-dihydronaphtho[2,3- b]furan-4,9-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2-hydroxy-1,4-naphthoquinone and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The advantages of this method are a short reaction time, high yields and the avoidance of any hazardous organic solvent. Therefore, this procedure can be classified as green chemistry.

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.

5-Pyrrolidin-2-yltetrazole-Promoted One-Pot Hantzsch Polyhydroquinoline Synthesis Using NH4HCO3 as Nitrogen Source

2008 ◽  
Vol 61 (11) ◽  
pp. 860 ◽  
Author(s):  
Weike Su ◽  
Jia Li ◽  
Jianjun Li
Keyword(s):  
Reaction Time ◽  
Coupling Reaction ◽  
Ammonium Bicarbonate ◽  
One Pot ◽  
Short Reaction Time ◽  
Environmental Friendly ◽  
Solvent Free Conditions ◽  
Active Methylene Compounds ◽  
High Yields ◽  
Active Methylene

A straightforward and green synthesis of polyhydroquinoline derivatives was reported via a four-component coupling reaction of aldehydes, dimedone, active methylene compounds, and ammonium bicarbonate in the presence of 5-pyrrolidin-2-yltetrazole under solvent-free conditions. The method offers several advantages including high yields, an environmental friendly procedure, a short reaction time, and easy isolation of products.

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.

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