Novel bipodal, tripodal, and tetrapodal 1,4-dihydropyridines — Microwave-assisted synthesis and structural confinements

2011 ◽  
Vol 89 (10) ◽  
pp. 1236-1244 ◽  
Author(s):  
Kancherla Rajesh ◽  
Bandapalli Palakshi Reddy ◽  
Vijayaparthasarathi Vijayakumar
Keyword(s):  
Ammonium Acetate ◽  
Alkylating Agents ◽  
Building Blocks ◽  
2D Nmr ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
The One

The one pot, three component reaction of p-hydroxy benzaldehyde, β-ketoester, and ammonium acetate afforded the corresponding monopodal 1,4-dihydropyridines as building blocks, which in turn converted into diversified novel bipodal, tripodal, and tetrapodal 1,4-dihydropyridines with different alkylating agents through conventional as well as microwave assisted reactions. The unambiguous structural confinements of the all the synthesized compounds were drawn out with the help of 2D NMR (H-H COSY and C-H COSY).

scholarly journals A novel three-component reaction between isocyanides, alcohols or thiols and elemental sulfur: a mild, catalyst-free approach towards O-thiocarbamates and dithiocarbamates

2019 ◽  
Vol 15 ◽  
pp. 1523-1533 ◽  
Author(s):  
András György Németh ◽  
György Miklós Keserű ◽  
Péter Ábrányi-Balogh
Keyword(s):  
Elemental Sulfur ◽  
Building Blocks ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
Synthetic Procedure ◽  
Three Component Reaction ◽  
Wide Range ◽  
Organic Chemist ◽  
The One

A new multicomponent reaction has been developed between isocyanides, sulfur and alcohols or thiols under mild reaction conditions to afford O-thiocarbamates and dithiocarbamates in moderate to good yields. The one-pot reaction cascade involves the formation of an isothiocyanate intermediate, thus a catalyst-free synthesis of isothiocyanates, as valuable building blocks from isocyanides and sulfur is proposed, as well. The synthetic procedure suits the demand of a modern organic chemist, as it tolerates a wide range of functional groups, it is atom economic and easily scalable.

scholarly journals Microwave Assisted Three Component Reaction Conditions to Obtain New Thiazolidinones with Different Heterocyclic Skeletons

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 38
Author(s):  
Fernando J. Lorenzo ◽  
Romina A. Ocampo ◽  
Sandra D. Mandolesi
Keyword(s):  
Microwave Irradiation ◽  
Thioglycolic Acid ◽  
Aldehyde Group ◽  
Green Solvent ◽  
Reaction Products ◽  
Reaction Conditions ◽  
One Pot ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
The One

We present here a new proposal for the “one pot” generation of new 4-thiazolidinones (9a–e) through a multicomponent reaction under microwave irradiation conditions, using aromatic and heteroaromatic amines (8a–e), absolute ethanol as a “green” solvent and modifying the aldehyde group in the glycosidic residue, synthesized from D-mannitol. The study is focused in the variation of the irradiation times and the concentration of thioglycolic acid in order to study the possibility of controlling the structure and/or stereochemistry of the products formed in the reaction. Thiazolidinones 9a–d were obtained with a 69–82% The generation of the corresponding reaction products were monitored by TLC and CG-MS, taking reaction aliquots. The conditions reaction proved to be chemoselective depending on the excess of acid and irradiation times.

scholarly journals Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents

Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6103
Author(s):  
Faisal K. Algethami ◽  
Maher Cherif ◽  
Salma Jlizi ◽  
Naoufel Ben Ben Hamadi ◽  
Anis Romdhane ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Microwave Assisted Synthesis ◽  
Dimroth Rearrangement ◽  
One Pot ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
Key Steps ◽  
Modes Of Interaction ◽  
Native Ligand

A series of novel naphthopyrano[2,3-d]pyrimidin-11(12H)-one containing isoxazole nucleus 4 was synthesized under microwave irradiation and classical conditions in moderate to excellent yields upon 1,3-dipolar cycloaddition reaction using various arylnitrile oxides under copper(I) catalyst. A one-pot, three-component reaction, N-propargylation and Dimroth rearrangement were used as the key steps for the preparation of the dipolarophiles3. The structures of the synthesized compounds were established by 1H NMR, 13C NMR and HRMS-ES means. The present study aims to also predict the theoretical assembly of the COVID-19 protease (SARS-CoV-2 Mpro) and to discover in advance whether this protein can be targeted by the compounds 4a–1 and thus be synthesized. The docking scores of these compounds were compared to those of the co-crystallized native ligand inhibitor (N3) which was used as a reference standard. The results showed that all the synthesized compounds (4a–l) gave interesting binding scores compared to those of N3 inhibitor. It was found that compounds 4a, 4e and 4i achieved greatly similar binding scores and modes of interaction than N3, indicating promising affinity towards SARS-CoV-2 Mpro. On the other hand, the derivatives 4k, 4h and 4j showed binding energy scores (−8.9, −8.5 and −8.4 kcal/mol, respectively) higher than the Mpro N3 inhibitor (−7.0 kcal/mol), revealing, in their turn, a strong interaction with the target protease, although their interactions were not entirely comparable to that of the reference N3.

scholarly journals Microwave - Assisted Synthesis of a Library of Pyrrolo[1,2-c]quinazolines

2019 ◽  
Vol 70 (9) ◽  
pp. 3094-3099 ◽  
Author(s):  
Emilian Georgescu ◽  
Florea Dumitrascu ◽  
Florentina Georgescu ◽  
Constantin Draghici ◽  
Denisa Dumitrescu
Keyword(s):  
Large Range ◽  
Dipolar Cycloaddition ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
Synthetic Pathway ◽  
Microwave Assisted ◽  
Rapid Access ◽  
Quinazoline Derivatives ◽  
The One

A library of new pyrrolo[1,2-c]quinazoline derivatives was obtained by the one-pot, three-component microwave-assisted synthesis, starting from quinazolines, 2-bromoacetyl derivatives and electron-deficient alkynes in 1,2-epoxybutane via 1,3-dipolar cycloaddition of quinazolinium N-ylides. This synthetic pathway offers a simple and rapid access to a large range of pyrrolo[1,2-c]quinazoline derivatives.

scholarly journals Scolecite as an efficient heterogeneous catalyst for the synthesis of 2,4,5-triarylimidazoles

2009 ◽  
Vol 7 (3) ◽  
pp. 550-554 ◽  
Author(s):  
Lakshman Gadekar ◽  
Shivshankar Mane ◽  
Santosh Katkar ◽  
Balasaheb Arbad ◽  
Machhindra Lande
Keyword(s):  
Heterogeneous Catalyst ◽  
Ammonium Acetate ◽  
Environmentally Benign ◽  
One Pot ◽  
Effective Catalyst ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Efficient Heterogeneous Catalyst

AbstractNatural scolecite has been found as an effective catalyst for the one-pot synthesis of 2,4,5-triarylimidazole derivatives via a three component reaction using benzil or benzoin, aldehydes and ammonium acetate. This method provides several advantages such as being environmentally benign, reusable, possessing high yields with increased variations of the substituents in the product and preparative simplicity.

Microwave-assisted synthesis of novel 2,3-disubstituted imidazo[1,2-a]pyridines via one-pot three component reactions

RSC Advances ◽  
2015 ◽  
Vol 5 (25) ◽  
pp. 19724-19733 ◽  
Author(s):  
Shaik Karamthulla ◽  
Md. Nasim Khan ◽  
Lokman H. Choudhury
Keyword(s):  
Microwave Irradiation ◽  
Molecular Iodine ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
Metal Free ◽  
Microwave Assisted ◽  
Three Component Reaction

An expeditious one-pot, metal-free, three-component reaction of arylglyoxals, cyclic 1,3-dicarbonyls and 2-aminopyridines in the presence of molecular iodine under microwave irradiation is reported.

scholarly journals Reaction of o-Aminobenzamides with Dialkyl Carbonates and Ionic Liquids: A Novel one-pot, High-yield, Microwave-assisted Synthesis of 1-Alkylquinazoline-2,4-diones

2017 ◽  
Vol 56 (2) ◽  
Author(s):  
Leticia Guerrero R. ◽  
Ignacio A. Rivero
Keyword(s):  
Ionic Liquids ◽  
Alkylating Agents ◽  
High Yield ◽  
Microwave Assisted Synthesis ◽  
The Novel ◽  
Library Synthesis ◽  
One Pot ◽  
Microwave Assisted ◽  
Dialkyl Carbonates ◽  
Alkylation Reactions

A simple and efficient methodology for the synthesis of 1-alkyl-2,4-(1<em>H</em>,3<em>H</em>)-quinazolinediones from <em>o</em>-aminobenzamides has been developed. The novel one-pot cyclization-alkylation reactions are easier and faster than any other reported protocols and resulted in excellent yields (96-98%) and high purities, making this methodology suitable for library synthesis in drug discovery efforts. By applying microwave irradiation at 130 °C and in the presence of ionic liquids, dimethyl or diethyl carbonates simultaneously act as carbonylating and alkylating agents.

scholarly journals Microwave assisted Synthesis and Antimicrobial Activity of Substituted Pyrrolidinone derivatives

2020 ◽  
Vol 13 (1) ◽  
pp. 227-231
Author(s):  
Marapala Kumara Swamy ◽  
N. Venkatesh ◽  
M. Swapna ◽  
P. Venkateswar Rao
Keyword(s):  
Antimicrobial Activity ◽  
Aromatic Aldehydes ◽  
Microwave Assisted Synthesis ◽  
Water Medium ◽  
One Pot ◽  
Standard Drug ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
Fungal Organisms

A microwave assisted green synthetic methodoloy was developed for the synthesis various substituted pyrrolidinones derivatives by the one-pot three component reaction of aromatic aldehydes, aniline with dialkylbut-2-ynedioate in the presence of p-TsOH in water medium. The compounds were screened for their in vitro antimicrobial activity against four bacterial organism and two fungal organisms, resulted moderate to good activity with compared to their standard drug.

scholarly journals 3,4-Phenylenedioxythiophenes (PheDOTs) functionalized with electron-withdrawing groups and their analogs for organic electronics

2018 ◽  
Vol 6 (14) ◽  
pp. 3743-3756 ◽  
Author(s):  
Michal P. Krompiec ◽  
Sean N. Baxter ◽  
Elena L. Klimareva ◽  
Dmitry S. Yufit ◽  
Daniel G. Congrave ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Electronic Properties ◽  
Organic Electronics ◽  
Building Blocks ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
Microwave Assisted

A facile one-pot, microwave-assisted synthesis of novel functionalized arylenedioxythiophenes as promising building blocks for conjugated polymers with tuneable electronic properties is presented.

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