scholarly journals An efficient access to the synthesis of novel 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives

2012 ◽  
Vol 8 ◽  
pp. 1849-1857 ◽  
Author(s):  
Wentao Gao ◽  
Guihai Lin ◽  
Yang Li ◽  
Xiyue Tao ◽  
Rui Liu ◽  
...  
Keyword(s):  
Polyphosphoric Acid ◽  
Reaction Times ◽  
Easy Access ◽  
Substituted Phenols ◽  
Acylation Reaction ◽  
One Pot ◽  
Cerium Ammonium Nitrate ◽  
Starting Compound ◽  
Efficient Access ◽  
Cerium Ammonium

An efficient access to the tetracyclic-fused quinoline systems, 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives 4a–l, is described, involving the intramolecular Friedel–Crafts acylation reaction of 2-(phenoxymethyl)-4-phenylquinoline-3-carboxylic acid derivatives 3a–l aided by the treatment with PPA (polyphosphoric acid) or Eaton’s reagent. The required starting compound (2) was obtained by Friedländer reaction of 2-aminobenzophenone (1) with 4-chloroethylacetoacetate by using CAN (cerium ammonium nitrate, 10 mol %) as catalyst at room temperature. The substrates 3a–l were prepared through one-pot reaction of ethyl 2-(chloromethyl)-4-phenylquinoline-3-carboxylate (2) and substituted phenols. Our developed strategy, involving a three-step route, offers easy access to tetracyclic-fused quinoline systems in short reaction times, and the products are obtained in moderate to good yields.

Formation of Isoxazoles Using Cerium Ammonium Nitrate (CAN): A One-Pot Synthesis of Glycomimetics

Synlett ◽  
2006 ◽  
Vol 2006 (11) ◽  
pp. 1739-1743 ◽  
Author(s):  
René Roy ◽  
Sara Béha ◽  
Denis Giguère ◽  
Ramesh Patnam
Keyword(s):  
Ammonium Nitrate ◽  
One Pot ◽  
Cerium Ammonium Nitrate ◽  
One Pot Synthesis ◽  
Cerium Ammonium

Formation of Isoxazoles Using Cerium Ammonium Nitrate (CAN): A One-Pot Synthesis of Glycomimetics.

ChemInform ◽  
2006 ◽  
Vol 37 (48) ◽  
Author(s):  
Sara Beha ◽  
Denis Giguere ◽  
Ramesh Patnam ◽  
Rene Roy
Keyword(s):  
Ammonium Nitrate ◽  
One Pot ◽  
Cerium Ammonium Nitrate ◽  
One Pot Synthesis ◽  
Cerium Ammonium

scholarly journals 4-Amino-2-(p-tolyl)-7H-chromeno[5,6-d]oxazol-7-one

Molbank ◽  
10.3390/m1237 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1237
Author(s):  
Evangelia-Eirini N. Vlachou ◽  
Thomas D. Balalas ◽  
Dimitra J. Hadjipavlou-Litina ◽  
Konstantinos E. Litinas
Keyword(s):  
Lipid Peroxidation ◽  
13C Nmr ◽  
Nmr Analysis ◽  
One Pot ◽  
Cerium Ammonium Nitrate ◽  
13C Nmr Analysis ◽  
Cerium Ammonium ◽  
Biological Tests ◽  
Ft Ir ◽  
The One

The new 4-amino-2-(p-tolyl)-7H-chromeno[5,6-d]oxazol-7-one was successfully prepared through the Au/TiO2-catalyzed NaBH4 activation and chemoselective reduction of the new 4-nitro-2-(p-tolyl)-7H-chromeno[5,6-d]oxazol-7-one. The latter was synthesized by the one-pot tandem reactions of 6-hydroxy-5,7-dinitrocoumarin with p-tolylmethanol under Au/TiO2 catalysis. The dinitrocoumarin was obtained by the nitration of 6-hydroxycoumarin with cerium ammonium nitrate (CAN). The structure of the synthesized compounds was confirmed by FT-IR, HR-MS, 1H-NMR and 13C-NMR analysis. Preliminary biological tests show low anti-lipid peroxidation activity for the title compound.

scholarly journals Preparation of pyrimido[4,5-b][1,6]naphthyridin-4(1H)-one derivatives using a zeolite–nanogold catalyst and their in vitro evaluation as anticancer agent

2021 ◽  
pp. 174751982098880
Author(s):  
Elshimaa M Eid ◽  
Huwaida ME Hassaneen ◽  
Samah A Loutfy ◽  
Taher Salaheldin
Keyword(s):  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Docking Studies ◽  
Morphological Alteration ◽  
Easy Access ◽  
Reusable Catalyst ◽  
One Pot ◽  
High Yields ◽  
Human Liver Cancer Cells

Catalysis using supported gold nanoparticles has attracted significant research interest due to their unique properties and potential that is directly related to their particle size. An efficient one-pot, three-component procedure is developed for the preparation of pyrimido[4,5- b][1,6]naphthyridin-4( 1H)-one derivatives (4a–h) by cyclocondensation of 6-amino-2-thioxo-2,3-dihydropyrimidin-4( 1H)-one (1), aromatic aldehydes (2), and 1-benzylpiperidin-4-one (3) in the presence of zeolite-nano Au as a green catalyst in ethanol at 80 °C. The presented methodology has a number of advantages including a reusable catalyst, easy access, short reaction times, high yields, and an easy work-up. The nanogold catalyst is characterized by X-ray diffraction and transmission electron microscopy. The structures of the prepared compounds are established by elemental analyses and spectral data (infrared, mass spectrometry, 1H, and 13C NMR). While molecular docking studies show that products 4a and 4c have binding affinities with the active site of CDKs. A bio-evaluation assay revealed that some of the products exhibit strong to moderate effects against proliferation of Huh7 in an in vitro model of human liver cancer cells as confirmed by morphological alteration. Compounds 4c and 4a offer the lowest IC50 values at 22.5 and 39 µM, respectively.

Chlorosulfonic Acid Supported Piperidine-4-carboxylic Acid (PPCA) Functionalized Fe3O4 Nanoparticles (Fe3O4-PPCA): The Efficient, Green and Reusable Nanocatalyst for the Synthesis of Pyrazolyl Coumarin Derivatives under Solvent-Free Conditions

2019 ◽  
Vol 22 (2) ◽  
pp. 123-128
Author(s):  
Setareh Habibzadeh ◽  
Hassan Ghasemnejad-Bosra ◽  
Mina Haghdadi ◽  
Soheila Heydari-Parastar
Keyword(s):  
Carboxylic Acid ◽  
Fe3o4 Nanoparticles ◽  
High Efficiency ◽  
Reaction Times ◽  
Chlorosulfonic Acid ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Magnetic Nanocatalyst ◽  
One Pot ◽  
Solvent Free Conditions

Background: In this study, we developed a convenient methodology for the synthesis of coumarin linked to pyrazolines and pyrano [2,3-h] coumarins linked to 3-(1,5-diphenyl-4,5- dihydro-1H-pyrazol-3-yl)-chromen-2-one derivatives using Chlorosulfonic acid supported Piperidine-4-carboxylic acid (PPCA) functionalized Fe3O4 nanoparticles (Fe3O4-PPCA) catalyst. Materials and Methods:: Fe3O4-PPCA was investigated as an efficient and magnetically recoverable Nanocatalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with a variety of aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be easily recovered by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. Results and Conclusion: The advantages of this protocol are the use of commercially available materials, simple and an inexpensive procedure, easy separation, and an eco-friendly procedure, and it shows good reaction times, good to high yields, inexpensive and practicability procedure, and high efficiency.

Synthesis of Highly Functionalized Quinazoline-2,4(1H,3H)-diones from Isocyanides, Aniline and Isocyanate via Cu-Catalyzed Intermolecular C-H Activation Reactions

2020 ◽  
Vol 17 (11) ◽  
pp. 832-836
Author(s):  
Manijeh Nematpour ◽  
Hossein Fasihi Dastjerdi ◽  
Mehdi Jahani ◽  
Sayyed Abbas Tabatabai
Keyword(s):  
13C Nmr ◽  
Reaction Times ◽  
High Yield ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Activation Reaction ◽  
Elemental Analyses

A simple and appropriate procedure for the synthesis of quinazoline-2,4(1H,3H)-dione derivatives from isocyanides, aniline and isocyanate via the Cu-catalyzed intramolecular C-H activation reaction is reported. The advantages of this method are one-pot conditions, accessible starting materials- catalyst, high yield of products, and short reaction times. The structures are confirmed spectroscopically (1H- and 13C-NMR, IR and EI-MS) and by elemental analyses.

A highly efficient and green approach for the synthesis of pyrimido[4,5-b]quinolines using N,N-diethyl-N-sulfoethanaminium chloride

2021 ◽  
Vol 76 (2) ◽  
pp. 85-90
Author(s):  
Abdolkarim Zare ◽  
Manije Dianat
Keyword(s):  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Catalyst Amount ◽  
Green Protocol ◽  
Highly Efficient ◽  
Green Approach ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields

Abstract A highly efficient and green protocol for the synthesis of pyrimido[4,5-b]quinolines has been described. The one-pot multicomponent reaction of dimedone with arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of N,N-diethyl-N-sulfoethanaminium chloride ([Et3N–SO3H][Cl]) as an ionic liquid (IL) catalyst under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times. Our protocol is superior to many of the reported protocols in terms of two or more of these factors: the reaction times, yields, conditions (solvent-free versus usage of organic solvents), temperature and catalyst amount.

ChemInform Abstract: One-Pot Synthesis of Polyfunctional Pyrazoles: An Easy Access to α-Diazoketones from Arylglyoxal Monohydrates and Tosylhydrazine.

ChemInform ◽  
2015 ◽  
Vol 46 (17) ◽  
pp. no-no
Author(s):  
Wen-Ming Shu ◽  
Jun-Rui Ma ◽  
Kai-Lu Zheng ◽  
Hui-Ying Sun ◽  
Mei Wang ◽  
...  
Keyword(s):  
Easy Access ◽  
One Pot ◽  
One Pot Synthesis ◽  
Arylglyoxal Monohydrates
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