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.

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.

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.

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).

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.

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.

Highly Efficient and Reusable Pd/AlO(OH) Catalyzed Synthesis of Acridinedione Derivatives

2019 ◽  
Vol 6 (3) ◽  
pp. 257-265
Author(s):  
Benan Kilbas ◽  
Sinem Ergen ◽  
Davut Cakici
Keyword(s):  
Biological Activities ◽  
Reaction Medium ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Highly Active ◽  
Heterogenous Catalyst ◽  
Ultrasound System ◽  
High Yields ◽  
Temperature Time

Background: Synthesis of acridinedione derivatives via one-pot multi-component approaches using highly active and reusable Pd/AlO(OH) heterogenous catalyst was studied. This process provided a convenient method to obtain various acridinediones with potential biological activities. The reactions were performed in mild conditions such as low temperature and short reaction time with desirable yields. Methods: Commercially available Pd/AlO(OH) nanoparticles characterized by XRD and SEM methods were afforded for the synthesis of acridinedione derivatives with high yields. Crude products were analyzed by GC and 1H NMR. The reactions were completed within 1h at 40°C by the assistance of ultrasound system. Results: Optimization of reaction conditions is of critical case for successful synthesis. Solvent, temperature, time and amount of catalyst were studied. At the end of the experiments, the synthesis of 1 mmol of acridinedione was optimized by using 25 mg of Pd/AlO(OH) NPs, 3 ml of DMF for 60 min at 40°C in the ultrasound system. An experimental work to check the reusability of the catalyst was also studied. Pd/Al(O)OH catalyst in the first run was higher than that of the reused catalyst in the fifth run. ICP-OES analyses showed palladium leaching into the reaction medium was only 1.1% which is negligible. Nanocatalyst employed a high activity and good reusability. Conclusion: A convenient and versatile method was developed for the synthesis of acridinediones in a mild condition with absolute conversion and high yield using ultrasound system in the presence of nanocatalyst.

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.

One-pot synthesis of 4H-pyrano[3,2-c]coumarin derivatives catalyzed by deep eutectic solvent

Synthesis ◽  
2021 ◽  
Author(s):  
Zong-Bo Xie ◽  
Hong-Xia Li ◽  
Jiang-Nan Yang ◽  
Xiao Zhu ◽  
Zhang-Gao Le
Keyword(s):  
Deep Eutectic Solvent ◽  
Aromatic Aldehydes ◽  
Pharmaceutical Compounds ◽  
Single Step ◽  
Molar Ratio ◽  
Coumarin Derivatives ◽  
Reaction Conditions ◽  
Green Method ◽  
One Pot ◽  
High Yields

4H-Pyrano[3,2-c]coumarin derivatives are an important class of pharmaceutical compounds that are expensive to prepare by previously reported methods. An efficient and green method was developed to obtain these derivatives using the deep eutectic solvent (DES) zinc chloride/acetamide (n:n = 1:4), which acted as both the catalyst and the solvent for the reaction. An aromatic aldehyde, 4-hydroxycoumarin, and cyanoacetate were used as the substrates. The DES, substrate molar ratio, diluent type, temperature, and reaction time were optimized to obtain the 4H-pyrano[3,2-c]coumarin derivatives from a range of aromatic aldehydes in a single step in moderate to high yields and under mild reaction conditions.

Iodine-Mediated Multi-Component Reactions: Readily Access to Tetrazoles and Guanidines

2020 ◽  
Vol 17 ◽  
Author(s):  
Bajivali Shaik ◽  
Mohan Seelam ◽  
Ramana Tamminana ◽  
Prasad Rao Kammela
Keyword(s):  
Reaction Time ◽  
Benzoyl Chloride ◽  
Functional Group ◽  
Molecular Iodine ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
One Pot Synthesis ◽  
High Yields

Abstract: Environmentally benign syntheses of One-pot sequential reactions of benzoyl chloride with amines followed by the treatment of molecular I2 reagent under basic conditions provide benzoyl tetrazoles and guanidines in moderate to excel-lent yields. This one-pot synthesis has several advantages such as mild reaction conditions, short reaction time, convenient workup, high yields, using cheap and readily available reagent molecular Iodine. In addition, functional group tolerance has been explored

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

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