One-Pot Multicomponent Synthesis of Highly Functionalized Piperidines from Substituted β-Nitrostyrenes, Meldrum’s Acid, Aromatic Aldehydes, and Ammonium Acetate

2014 ◽  
Vol 16 (3) ◽  
pp. 113-119 ◽  
Author(s):  
Yan Li ◽  
Zhiheng Xue ◽  
Weijian Ye ◽  
Juanjuan Liu ◽  
Juan Yao ◽  
...  
Keyword(s):  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Meldrum's Acid ◽  
Multicomponent Synthesis ◽  
Meldrum’S Acid ◽  
One Pot

scholarly journals Poly(4-Vinylpyridinium)Hydrogen Sulfate Catalyzed an Efficient and Ecofriendly Protocol for the One-Pot Multicomponent Synthesis of 1,8-Acridinediones in Aqueous Medium

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Janardhan Banothu ◽  
Rajitha Bavantula ◽  
Peter A. Crooks
Keyword(s):  
Aqueous Medium ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Hydrogen Sulfate ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Multicomponent Condensation ◽  
Green Protocol ◽  
The One ◽  
Work Up

Highly efficient, ecofriendly, and improved protocol for the synthesis of 1,8-acridinediones has been developedviaone-pot multicomponent condensation of 1,3-cyclohexanedione/dimedone, aromatic aldehydes, and ammonium acetate utilizing poly(4-vinylpyridinium)hydrogen sulfate as catalyst in aqueous medium. Excellent yields in shorter reaction time, simple work-up procedure, easy recovery, and reusability of the catalyst are attractive features of this green protocol.

A Simple, One-Pot Synthesis of Trans-Substituted Spiro [5,5] undecane-1,5,9-triones with Aromatic Aldehydes and Meldrum's Acid as the Starting Materials

2015 ◽  
Vol 68 (10) ◽  
pp. 1599 ◽  
Author(s):  
Jingping Ou-Yang ◽  
Yu Zhao ◽  
Huailei Jiang ◽  
Lingxin Meng ◽  
Xingshu Li ◽  
...  
Keyword(s):  
1H Nmr ◽  
Aromatic Aldehydes ◽  
Quantum Mechanical ◽  
Quantum Mechanical Calculations ◽  
Meldrum's Acid ◽  
X Ray Diffraction ◽  
Meldrum’S Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
X Ray

A simple, one-pot process for the construction of substituted spiro[5,5]undecane-1,5,9-triones using aromatic aldehydes and Meldrum’s acid, and aniline as a catalyst, is reported. Fifteen compounds were synthesized, and the trans/cis ratios were calculated based on 1H NMR analyses of the unpurified products. Quantum mechanical calculations and X-ray diffraction were undertaken to identify the configuration of compound 2a. The proposed mechanisms for these reactions are presented in this paper. In contrast to previous literature, this method endows excellent diastereoselectivity to a series of trans-substituted derivatives. The method is characterized by its simple operation, commercial availability of all materials, mild reaction conditions and moderate-to-good chemical yields.

scholarly journals One-Pot Multicomponent Synthesis of Methoxybenzo[h]quinoline-3-carbonitrile Derivatives; Anti-Chagas, X-ray, and In Silico ADME/Tox Profiling Studies

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6977
Author(s):  
Hegira Ramírez ◽  
Katiuska Charris ◽  
Esteban Fernandez-Moreira ◽  
Benjamín Nogueda-Torres ◽  
Mario V. Capparelli ◽  
...  
Keyword(s):  
In Silico ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Multicomponent Synthesis ◽  
Activity Profile ◽  
One Pot ◽  
X Ray ◽  
Elemental Analyses ◽  
The One

Several methoxybenzo[h]quinoline-3-carbonitrile analogs were designed and synthesized in a repositioning approach to developing compounds with anti-prostate cancer and anti-Chagas disease properties. The compounds were synthesized through a sequential multicomponent reaction of aromatic aldehydes, malononitrile, and 1-tetralone in the presence of ammonium acetate and acetic acid (catalytic). The effect of the one-pot method on the generation of the target product has been studied. The compounds were in vitro screened against bloodstream trypomastigotes of T. cruzi (NINOA and INC-5 strains) and were most effective at showing a better activity profile than nifurtimox and benznidazole (reference drugs). A study in silico on absorption, distribution, metabolism, excretion, and toxicity (ADME/Tox) profiling to help describe the molecular properties related to the pharmacokinetic aspects in the human body of these compounds was reported. In addition, X-ray data for the compound 2-Amino-5,6-dihydro-4-(3-hydroxy-4-methoxy-phenyl)-8-methoxybenzo[h]quinoline-3-carbonitrile 6 was being reported. Spectral (IR, NMR, and elemental analyses) data on all final compounds were consistent with the proposed structures.

ChemInform Abstract: One-Pot Multicomponent Synthesis of Highly Functionalized Piperidines from Aromatic Aldehydes, Cyanoacetates, Nitromethane and Ammonium Acetate.

ChemInform ◽  
2014 ◽  
Vol 45 (24) ◽  
pp. no-no
Author(s):  
Juanjuan Liu ◽  
Zhengquan Zhou ◽  
Yan Li ◽  
Weijian Ye ◽  
Juan Yao ◽  
...  
Keyword(s):  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Multicomponent Synthesis ◽  
One Pot

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

scholarly journals A Facile Solvent-Free Route for One-Pot Multicomponent Synthesis of Benzylpyrazolyl Coumarins Derivatives in Presence of Effective Synergetic Catalytic System

2019 ◽  
Vol 31 (6) ◽  
pp. 1357-1361 ◽  
Author(s):  
NARENDRA R. KAMBLE ◽  
VINOD T. KAMBLE
Keyword(s):  
Room Temperature ◽  
Silver Salt ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Niobium Pentachloride ◽  
Solvent Free Conditions ◽  
Work Up ◽  
Solvent Free Reaction

A combinatorial library of benzylpyrazolyl coumarin derivatives have been synthesized by a green one-pot four-component reaction between aryl hydrazine/hydrazine hydrate (1), ethyl acetoacetate (2), aromatic aldehydes (3) and 4-hydroxycoumarin (4) catalyzed by niobium pentachloride with silver salt under solvent-free conditions has been developed. Experimental simplicity, simple work-up procedure and solvent-free reaction condition at room temperature are important features of the present protocol.

TiO2 Nanoparticles as an Efficient Catalyst for the One-pot Preparation of Tetrahydrobenzo[c]acridines in Aqueous Media

2013 ◽  
Vol 68 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Shahrzad Abdolmohammadi ◽  
Mahdieh Mohammadnejad ◽  
Faezeh Shafaei
Keyword(s):  
Ammonium Acetate ◽  
Titanium Dioxide Nanoparticles ◽  
Aqueous Media ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
One Pot ◽  
Efficient Catalyst ◽  
The One ◽  
Work Up ◽  
Operational Simplicity

A series of tetrahydrobenzo[c]acridinone derivatives have been prepared by a one-pot fourcomponent reaction of 1-naphthol, aromatic aldehydes, dimedone, and ammonium acetate in aqueous media using a catalytic amount of titanium dioxide nanoparticles (TiO2 NPs). The advantages of this novel protocol include the excellent yields, operational simplicity, short reaction time, easy work-up, reusability of the catalyst and an environmentally friendly procedure.

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