New Crown Ether-Based Ionic Liquids as a Green and Versatile Organocatalyst for Three-Component Synthesis of 1,5-Dihydropyrano[2,3- c]chromene Derivatives

2020 ◽  
Vol 17 (3) ◽  
pp. 240-245
Author(s):  
Iman Mohammadzadeh ◽  
Ali Asadipour ◽  
Abbas Pardakhty ◽  
Mehdi Abaszadeh
Keyword(s):  
Ionic Liquids ◽  
Reaction Time ◽  
Crown Ether ◽  
Reaction Medium ◽  
Aromatic Aldehydes ◽  
High Yield ◽  
The Novel ◽  
Green Method ◽  
Short Reaction Time ◽  
Three Component Reaction

A simple and green method for the synthesis of 1,5-dihydropyrano[2,3-c]chromene derivatives has been reported by three-component reaction of aromatic aldehydes, malononitrile, and 3-hydroxycoumarin in the presence of a series of novel crown ether-based ionic liquids (CE-based ILs) in H2O/EtOH (1:1), under the reflux conditions. The novel CE-based ILs have been synthesized by 18-crown-6 or dibenzo 18-crown-6 chelated with sodium benzenesulfinate derivatives and used as a green and environmental organocatalyst. This method has some advantages such as the aqueous reaction medium, stable catalysts, cleaner reaction profiles and high yield of products in short reaction time.

Visible Light Assisted Hantzsch Reaction: Synthesis of Polycyclic Dihydropyridines

2019 ◽  
Vol 16 (8) ◽  
pp. 676-682
Author(s):  
Ankusab Noorahmadsab Nadaf ◽  
Kalegowda Shivashankar
Keyword(s):  
Reaction Time ◽  
Light Intensity ◽  
Ammonium Acetate ◽  
Low Cost ◽  
Aromatic Aldehydes ◽  
Light Irradiation ◽  
High Yield ◽  
Short Reaction Time ◽  
Green Protocol ◽  
Dihydropyridine Derivatives

The polycyclic dihydropyridine nucleus represents the heterocyclic system of invaluable core motifs with wide applications in chemical, biological and physical properties. Although this kind of compounds have been extensively synthesized by other groups, the synthesis of these compounds under CFL light intensity were not explored. The synthesis of polycyclic dihydropyridine derivatives were achieved through the reaction of 4-hydroxycoumarin, aromatic aldehydes and ammonium acetate under CFL light irradiation conditions. A series of polycyclic dihydropyridine derivatives were prepared under CFL light irradiation conditions with high yield, short reaction time, ambient condition and without the use of catalyst. The results displayed an efficient method for the synthesis of polycyclic dihydropyridine derivatives. Clean profile, short reaction time, low cost and use of CFL light intensity instead of catalyst making it a genuinely green protocol.

scholarly journals A Green Protocol for the Synthesis of α-Amino Phosphonates Catalyzed by Orange Peel Powder

2021 ◽  
Vol 11 (1) ◽  
pp. 3175-3180
Keyword(s):  
Reaction Time ◽  
Orange Peel ◽  
Aromatic Aldehydes ◽  
High Yield ◽  
Short Reaction Time ◽  
Green Protocol ◽  
Dimethyl Phosphite ◽  
Amino Phosphonates

A simple and green protocol has been developed for the synthesis of α-aminophosphonates from different substituted aromatic aldehydes, aniline and dimethyl phosphite in the presence of orange peel powder (OPP) as a natural catalyst under reflux conditions. The main advantages of this method are the high yield of product, simple workup procedure, short reaction time and easily available catalyst.

scholarly journals Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Hossein Abdollahi-Basir ◽  
Boshra Mirhosseini-Eshkevari ◽  
Farzad Zamani ◽  
Mohammad Ali Ghasemzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Reaction Time ◽  
Metal Organic Framework ◽  
One Pot ◽  
Short Reaction Time ◽  
Three Component Reaction ◽  
Metal Organic ◽  
Ft Ir ◽  
Novel Catalyst

AbstractA one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal–organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.

scholarly journals Zn(L-proline)2: An efficient and reusable organocatalyst for the synthesis of polyfunctionally substituted pyrans and 2-amino-4-aryl-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives

2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Short Reaction Time ◽  
Biologically Relevant ◽  
Three Component Reaction ◽  
High Yields ◽  
Organometallic Catalyst ◽  
Work Up

Efficient synthesis of non-annulated 2-amino-4H-pyrans and 2-amino-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives, which are biologically relevant heterocycles is achieved, utilizing a domino three-component reaction of ethyl acetoacetate or kojic acid with aromatic aldehydes and malononitrile catalyzed by Zn(L-proline)2 as reusable organometallic catalyst. The process exhibits high atom economy, short reaction time, simple work up, high yields and environmentally friendly nature. Excellent yields of the targeted molecules have been obtained.

scholarly journals Microwave Assisted One Pot Synthesis of 3,4-Dihydropyrano[c]chromene Derivatives using [Emim]OH Ionic Liquid as Novel Catalyst

2019 ◽  
Vol 31 (4) ◽  
pp. 829-833
Author(s):  
D.S. Bhagat ◽  
S.G. Pande ◽  
M.V. Katariya ◽  
R.P. Pawar ◽  
P.S. Kendrekar
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Short Reaction Time ◽  
Aryl Aldehydes ◽  
Microwave Assisted ◽  
Novel Catalyst ◽  
Work Up

One-pot efficient protocol to the synthesis of 2-amino-5-oxo-4,5-dihydropyrano(3,2-c)chromene-3-carbonitrile derivatives via condensation of various aryl aldehydes, dicyanomethane and 4-hydroxycoumarin in presence of Emim hydroxide as an excellent homogeneous liquid catalyst. The key advantages of this methodology are mild reaction conditions, novel catalyst, short reaction time, eco-friendly, easy work-up procedure and high yield of isolation of derivatives.

scholarly journals Clauson Kaas Pyrrole Synthesis Catalyzed by Acidic Ionic Liquid under Microwave Irradiation

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Feray Aydogan ◽  
Cigdem Yolacan
Keyword(s):  
Ionic Liquid ◽  
Reaction Time ◽  
Microwave Irradiation ◽  
Product Formation ◽  
High Yield ◽  
Pyrrole Derivatives ◽  
Short Reaction Time ◽  
Acidic Ionic Liquid ◽  
Clean Product

A new procedure to synthesize the N-substituted pyrrole derivatives by Clauson Kaas reaction catalyzed by acidic ionic liquid under microwave irradiation was developed. This procedure provides several advantages such as high yield, clean product formation, and short reaction time.

scholarly journals One-Pot Green Synthesis of Some Novel N-Substituted 5-Amino-1,3,4- Thiadiazole Derivatives

2020 ◽  
Vol 17 (7) ◽  
pp. 517-522
Author(s):  
Azizollah Habibi ◽  
Sahar Khosravi ◽  
Seyyed M. Shahcheragh ◽  
Mohd B. Abdul Rahman
Keyword(s):  
Reaction Time ◽  
Green Synthesis ◽  
Spectroscopic Data ◽  
Barbituric Acid ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
Environmentally Safe ◽  
Thiadiazole Derivatives

In the current study, a green, one-pot, three-component reaction was performed to prepare novel N-substituted 5-amino-1,3,4-thiadiazole derivatives. The thiadiazoles were obtained from the reaction of a ketene S,S-acetal of Meldrum’s acid or barbituric acid (as key intermediates), hydrazine, and isothiocyanate. The key advantages of this manner include environmentally safe reactions, high yield, appropriate reaction time, simple reaction conditions, and use of a green reaction solvent. The structure of thiadiazoles was determined based on the spectroscopic data.

scholarly journals Fast and Green Method to Synthesis of Quinolone Carboxylic Acid Derivatives Using Giant-Ball Nanoporous Isopolyoxomolybdate as Highly Efficient Recyclable Catalyst in Refluxing Water

2017 ◽  
Vol 61 (1) ◽  
Author(s):  
Yahya Mirzaie ◽  
Jalil Lari ◽  
Hooshang Vahedi ◽  
Mohammad Hakimi ◽  
Ahmad Nakhaei ◽  
...  
Keyword(s):  
Reaction Time ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Reaction Times ◽  
Green Method ◽  
Direct Amination ◽  
Short Reaction Time ◽  
Piperazine Derivatives ◽  
Type Giant ◽  
Catalytic Cycles

Various potentials antibacterial fluoroquinolone compounds were prepared by the direct amination of 7-halo-6- fluoroquinolone-3-carboxylic acids with variety of piperazine derivatives and (4aR,7aR)-octahydro-1H-pyrrolo[3,4-b] pyridine using (NH<sub>4</sub>)<sub>42</sub> [Mo<sup>VI</sup><sub>72</sub>Mo<sup>V</sup><sub>60</sub>O<sub>372</sub>(CH<sub>3</sub>COO)<sub>30</sub>(H<sub>2</sub>O)<sub>72</sub>], a Keplerate-type giant-ball nanoporous isopolyoxomolybdate, as a catalyst in refluxing water. The results showed that this catalyst acts as effective catalyst and the reaction proceeded more easily and gave the highest yields of the products in short reaction time under refluxing water. Short reaction times, simple isolation of the products, and usage of eco-friendly catalysts are some features of this procedure. In addition, the catalysts was easily recovered and used in multiple catalytic cycles. This material was prepared according to a previously published literature procedure using inexpensive and readily available starting materials.

DMAP-catalyzed Efficient and Convenient Approach for the Synthesis of 3,3′-(Arylmethylene)bis(2-Hydroxynaphthalene-1,4-Dione) Derivatives

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110458
Author(s):  
Le Nhat Thuy Giang ◽  
Dang Thi Tuyet Anh ◽  
Hoang Thi Phuong ◽  
Nguyen Ha Thanh ◽  
Nguyen Thi Quynh Giang ◽  
...  
Keyword(s):  
Reaction Time ◽  
Microwave Irradiation ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Basic Catalyst ◽  
Reaction Conditions ◽  
Efficient Procedure ◽  
Short Reaction Time ◽  
Convenient Approach ◽  
First Time

For the first time the 4-dimethylaminopyridine (DMAP) catalyzed straightforward and efficient procedure has been developed for the synthesis of 3,3′-(arylmethylene) bis(2-hydroxynaphthalene-1,4-dione) derivatives starting from lawsone (2-hydroxy-1,4-naphthoquinone) and a variety of (hetero)aromatic aldehydes in ethanol under microwave irradiation. Three of nine synthesized compounds are new. This method provides notable advantages over existing procedures including use of non-traditional basic catalyst and environmentally benign solvent, mild reaction conditions, excellent yields, short reaction time and simple workup.

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.

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