scholarly journals Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium (III) chloride hydrate as a versatile homogeneous catalyst

2012 ◽  
Vol 77 (4) ◽  
pp. 407-413 ◽  
Author(s):  
Khalil Tabatabaeian ◽  
Hannaneh Heidari ◽  
Alireza Khorshidi ◽  
Manouchehr Mamaghani ◽  
Nosrat Mahmoodi
Keyword(s):  
Michael Reaction ◽  
Aqueous Media ◽  
Environmentally Benign ◽  
Homogeneous Catalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
The One ◽  
High Yields ◽  
Chloride Hydrate ◽  
Short Times

The one-pot domino Knoevenagel-type condensation/Michael reaction of aromatic, heteroaromatic and aliphatic aldehydes with 4-hydroxycoumarin in aqueous media in the presence of ruthenium salt as homogeneous catalyst was investigated. It was found that 5 mol% of RuCl3.nH2O catalyzes biscoumarin synthesis in high yields (70-95%) under optimised, mild, green and environmentally benign reaction conditions in short times (25-35min).

Potassium phthalimide-catalysed one-pot multi-component reaction for efficient synthesis of amino-benzochromenes in aqueous media

2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani
Keyword(s):  
Organic Solvent ◽  
Aqueous Media ◽  
Ethyl Cyanoacetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.

scholarly journals Phosphosulfonic acid, an efficient solid acid catalyst for the one-pot preparation of 14-aryl-14H-dibenzo[a,j]xanthenes and 1,8-dioxo-octahydro-xanthenes under solvent-free conditions

2013 ◽  
Vol 78 (9) ◽  
pp. 1291-1299 ◽  
Author(s):  
Reza Kiasat ◽  
Arash Mouradzadegun ◽  
Jafar Saghanezhad
Keyword(s):  
Solid Acid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
Aryl Aldehydes ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields

An expeditious procedure for the synthesis of 14- aryl-14H-dibenzo[a,j]xanthenes and 1,8-dioxo-octahydro-xanthenes through one-pot pseudo three component condensation of ?-naphthol or dimedone with various aryl aldehydes is described. This greener protocol is catalyzed by phosphosulfonic acid, and proceeds efficiently in the absence of any organic solvent under optimized, mild, green and environmentally benign reaction conditions in high yields within 20-55 minutes.

Fast and Efficient Green Procedure for the Synthesis of Benzo[5,6]chromene Derivatives and Their Sulfur Analogues in Water by Organocatalyst Potassium Phthalimide-N-oxyl

Synthesis ◽  
2020 ◽  
Vol 52 (11) ◽  
pp. 1707-1718
Author(s):  
Nasser Etivand ◽  
Jabbar Khalafy ◽  
Mohammad G. Dekamin
Keyword(s):  
Aqueous Media ◽  
Thiobarbituric Acid ◽  
Environmentally Benign ◽  
The Novel ◽  
One Pot ◽  
Synthetic Strategy ◽  
Three Component Reaction ◽  
High Yields ◽  
Green Procedure ◽  
Arylglyoxal Monohydrates

A simple, clean, straightforward, and environmentally benign one-pot, three-component reaction of various arylglyoxal monohydrates, β-naphthol, and barbituric acid [pyrimidine-2,4,6(1H,3H,5H)-trione] or thiobarbituric acid in the presence of catalytic amounts potassium phthalimide-N-oxyl (PPINO), as a mild and efficient organocatalyst in aqueous media under reflux conditions is reported. This transformation produced the novel diverse-substituted 12-benzoyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-diones and their sulfur analogues in 82–93% yield via filtration and without utilization of any chromatography. The high yields of products, very simple operation, easy workup, availability of starting materials, green process, and high atom-economy are the main benefits of this synthetic strategy.

CeCl3·7H2O as mild and efficient catalyst for the one-pot multicomponent synthesis of 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones

2011 ◽  
Vol 76 (4) ◽  
pp. 235-241 ◽  
Author(s):  
Li-Qiang Wu ◽  
Wei-Lin Li ◽  
Fu-Lin Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Work Up

A series of new 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones were synthesized via a three-component reaction of 3,4-methylenedioxyphenol, aromatic aldehydes and Meldrum’s acid in the presence of CeCl3·7H2O under solvent-free conditions. The method provided several advantages such as easy work-up, high yields and environmentally benign procedure.

scholarly journals ZnO-beta zeolite mediated simple and efficient method for the one-pot synthesis of quinoxaline derivatives at room temperature

2010 ◽  
Vol 8 (2) ◽  
pp. 320-325 ◽  
Author(s):  
Santosh Katkar ◽  
Pravinkumar Mohite ◽  
Lakshman Gadekar ◽  
Balasaheb Arbad ◽  
Machhindra Lande
Keyword(s):  
Efficient Method ◽  
Room Temperature ◽  
Environmentally Benign ◽  
Beta Zeolite ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Quinoxaline Derivatives ◽  
The One ◽  
Work Up

AbstractA rapid and an efficient one-pot method for the synthesis of quinoxalines catalysed by ZnO-beta zeolite at room temperature is described. This environmentally benign method provides several advantages over methods that are currently employed such as a simple work-up, mild reaction conditions, good to excellent yields, and a process to recover and reuse the catalyst for several cycles with consistent activity.

One Pot Three Component Synthesis of 9-arylpolyhydroacridine Derivatives in an Ionic Liquid Medium

2005 ◽  
Vol 2005 (9) ◽  
pp. 600-602 ◽  
Author(s):  
Yu-Ling Li ◽  
Mei-Mei Zhang ◽  
Xiang-Shan Wang ◽  
Da-Qing Shi ◽  
Shu-Jiang Tu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields ◽  
Work Up ◽  
Ionic Liquid Medium

In this paper the preparation of 3,3,6,6-tetramethyl-9-aryl-1,2,3,4,5,6,7,8,9,10- decahydroacridin-1,8-dione derivatives from aromatic aldehydes, 5,5-dimethyl-1,3- cyclohexanedione and ammonium acetate in ionic liquids [bmim+][BF4-] is described. This new method has the advantages of easier work-up, milder reaction conditions, high yields and an environmentally benign procedure compared with other methods.

Tributylhexadecylphosphonium bromide: an efficient reagent system for the one-pot synthesis of 2,4,5-trisubstituted imidazoles

2015 ◽  
Vol 21 (2) ◽  
Author(s):  
Mohammad Heidari ◽  
Mohsen Rezaei ◽  
Rashid Badri
Keyword(s):  
Cost Effectiveness ◽  
Aromatic Aldehyde ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Efficient Reagent

AbstractThe reaction of benzil, an aromatic aldehyde, and ammonium acetate in ethanol at reflux in the presence of tributylhexadecylphosphonium bromide as catalyst affords a 2,4,5-trisubstituted imidazole. The present methodology offers several advantages over the literature methods, including excellent yields, shorter reaction times, environmentally benign milder reaction conditions, cost-effectiveness of catalyst, easy workup, and purification of products by nonchromatographic methods.

Lemon Peel Powder: A Natural Catalyst for Multicomponent Synthesis of Coumarin Derivatives

2020 ◽  
Vol 7 (2) ◽  
pp. 140-148
Author(s):  
Ganesh D. Jadhav ◽  
Taufique Ahmed P. Mujawar ◽  
Sunil U. Tekale ◽  
Rajendra P. Pawar ◽  
Yogesh W. More
Keyword(s):  
Heterocyclic Compounds ◽  
Environmentally Benign ◽  
Coumarin Derivatives ◽  
Organic Transformations ◽  
Multicomponent Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Lemon Peel ◽  
Heterogenous Catalyst ◽  
High Yields

Background: Lemon peel powder was used as a natural catalyst for the synthesis of biscoumarins and 3,4-dihydropyrano[c]chromene derivatives. The catalyst is natural, biodegradable, environmentally benign and thus contributes a valuable addition to the existing sustainable methods for the synthesis of coumarin derivatives. Objective: Development of Green synthesis and use of Natural catalyst. Methods: Lemon peel powder was used as a natural, biodegradable, environmentally benign heterogenous catalyst for the synthesis of coumarin derivatives. Results: Natural lemon peel powder was successfully used as a heterogeneous catalyst for the synthesis of coumarin based heterocyclic compounds. Conclusion: In conclusion, an environmentally benign, green and one-pot multicomponent protocol has been developed for the synthesis of biscoumarins and 3,4-dihydropyrano[c]chromene derivatives using lemon peel powder as a natural and biodegradable catalyst. Lemon peel being natural, the present approach is sustainable and will highlight the emerging applications of natural resources for synthetic organic transformations. This protocol offers several advantages such as high yields, clean reaction conditions, and no pollution threat to the environment making it a useful and attractive process for the synthesis of coumarin derivatives.

scholarly journals Ultrasound Promoted Green and Facile One-Pot Multicomponent Synthesis of 3,4-dihydropyrano[c]chromene Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Ravikumar Nagalapalli ◽  
Satyanarayana Reddy Jaggavarapu ◽  
Venkata Prasad Jalli ◽  
Anand Solomon Kamalakaran ◽  
Gopikrishna Gaddamanugu
Keyword(s):  
Aqueous Media ◽  
Reaction Times ◽  
Environmentally Benign ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
High Yields

Ultrasound promoted mild one-pot multicomponent synthesis of 3,4-dihydropyrano[c]chromenes from 4-hydroxycoumarin, arylaldehydes and malononitrile was achieved in aqueous media. The methodology promises advantages of short reaction times, environmentally benign conditions, high yields, and operational convenience.

2-Hydroxyethylammonium acetate as a reusable and cost-effective ionic liquid for the efficient synthesis of bis(pyrazolyl)methanes and 2-pyrazolyl-1-nitroalkanes

2012 ◽  
Vol 90 (10) ◽  
pp. 798-804 ◽  
Author(s):  
Sara Sobhani ◽  
Razieh Nasseri ◽  
Moones Honarmand
Keyword(s):  
Ionic Liquid ◽  
Michael Reaction ◽  
Scale Up ◽  
Reaction Times ◽  
Cost Effective ◽  
Environmentally Benign ◽  
One Pot ◽  
High Yields ◽  
Reaction Media ◽  
Task Specific Ionic Liquid

A new and convenient method for the synthesis of bis(pyrazolyl)methanes by one-pot tandem Knoevenagel–Michael reaction of 3-methyl-1-phenyl-5-pyrazolone with aryl, heteroaryl, or alkyl aldehydes in the presence of 2-hydroxyethylammonium acetate (2-HEAA) as a task-specific ionic liquid is described. This method was also successfully applied for the synthesis of 2-pyrazolyl-1-nitroalkanes by Michael addition of 3-methyl-1-phenyl-5-pyrazolone with β-nitrostyrenes in short reaction times. The present protocol offers several advantages such as using a reusable and cost-effective ionic liquid, an environmentally benign reaction media, being amenable to scale-up and good to high yields of the products.

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