A novel synthesis of N-fluoroalkanesulfonylamidines using a three-component reaction

2003 ◽  
Vol 81 (4) ◽  
pp. 265-268 ◽  
Author(s):  
Shizheng Zhu ◽  
Yong Xu ◽  
Guifang Jin
Keyword(s):  
Multicomponent Reaction ◽  
Carbonyl Compounds ◽  
Good Yield ◽  
Multicomponent Reactions ◽  
Synthetic Methods ◽  
Secondary Amines ◽  
Novel Synthesis ◽  
Three Component Reaction

A novel, general, and efficient multicomponent reaction of fluoroalkanesulfonyl azides, secondary amines, and carbonyl compounds for the synthesis of N-fluoroalkanesulfonylamidines is presented. This reaction gave a good yield of products under very mild reaction conditions.Key words: multicomponent reactions, synthetic methods, N-fluoroalkanesulfonyl azide, N-fluoroalkanesulfonylamidine.

scholarly journals On the direct use of CO2in multicomponent reactions: introducing the Passerini four component reaction

RSC Advances ◽  
2018 ◽  
Vol 8 (55) ◽  
pp. 31490-31495 ◽  
Author(s):  
Kelechukwu Nnabuike Onwukamike ◽  
Stéphane Grelier ◽  
Etienne Grau ◽  
Henri Cramail ◽  
Michael A. R. Meier
Keyword(s):  
Carboxylic Acid ◽  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Acid Component ◽  
Three Component Reaction ◽  
Direct Use

We introduce a novel isocyanide-based multicomponent reaction, the Passerini four component reaction (P-4CR), by replacing the carboxylic acid component of a conventional Passerini three component reaction (P-3CR) with an alcohol and CO2.

scholarly journals An evaluation of credentials of a multicomponent reaction for the synthesis of isothioureas through the use of a holistic CHEM21 green metrics toolkit

2017 ◽  
Vol 19 (1) ◽  
pp. 249-258 ◽  
Author(s):  
S. Abou-Shehada ◽  
P. Mampuys ◽  
B. U. W. Maes ◽  
J. H. Clark ◽  
L. Summerton
Keyword(s):  
Organic Compounds ◽  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Materials Used

Multicomponent reactions (MCRs) are considered green and material efficient methods for the synthesis of organic compounds, however very few studies have investigated the metrics of the upstream processes involved to achieve the starting materials used in these reactions.

Pot, atom and step-economic (PASE) synthesis of medicinally relevant spiro[oxindole-3,4′-pyrano[4,3-b]pyran] scaffold

2016 ◽  
Vol 22 (1) ◽  
pp. 11-15 ◽  
Author(s):  
Michail N. Elinson ◽  
Fedor V. Ryzhkov ◽  
Victor A. Korolev ◽  
Mikhail P. Egorov
Keyword(s):  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Large Scale ◽  
Potassium Fluoride ◽  
Environmentally Benign ◽  
Anti Hiv

AbstractFast (3 min) pot, atom and step economics (PASE) potassium fluoride catalyzed multicomponent reaction of isatins, malononitrile and 4-hydroxy-6-methyl-2H-pyran-2-one results in efficient formation of substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans in 92–96% yields. The developed ‘on-solvent’ approach to the substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans – the pharmacologically perspective substances with known antiviral, antileishmanial, anticonvulsant and anti-HIV activities – is beneficial from the viewpoint of diversity-oriented large-scale processes and represents fast and environmentally benign synthetic concept for the multicomponent reactions strategy.

Recent advance in ester synthesis by Multi Component Reactions (MCRs): A Review

2021 ◽  
Vol 25 ◽  
Author(s):  
Dhaval B. Patel ◽  
Jagruti A. Parmar ◽  
Siddharth S. Patel ◽  
Unnati J. Naik ◽  
Hitesh D. Patel
Keyword(s):  
Multicomponent Reactions ◽  
Medicinal Chemistry ◽  
Reaction Times ◽  
Synthetic Methods ◽  
Ester Synthesis ◽  
One Pot ◽  
Wide Range ◽  
Recent Developments ◽  
Ester Linkage ◽  
The One

: The synthesis of ester containing heterocyclic compounds via multicomponent reaction is one of the most preferable process in the synthetic organic chemistry and medicinal chemistry. Compounds containing ester linkage have a wide range of biological application in the pharmaceutical field. Therefore, many method have been developed for the synthesis of these type of derivatives. However, some of them are carried out in the presence of toxic solvents and catalysts, with lower yields, longer reaction times, low selectivities and by-products. Thus, the development of new synthetic methods for the ester synthesis is required in the medicinal chemistry. As we know, multicomponent reactions (MCRs) are a powerful tool towards the one-pot ester synthesis, so in this article we have reviewed the recent developments in ester synthesis. This work covers selected explanation of methods via multicomponent reactions to explore the methodological development in ester synthesis.

scholarly journals Synthesis, Characterization and Anticancer Evaluation of Nitrogen Substituted 1-(3-Aminoprop-1-ynyl)-4-Hydroxyanthraquinone Derivatives

2021 ◽  
Author(s):  
Nafisa S. Sirazhetdinova ◽  
Dmitry S Baev ◽  
Victor A. Savelyev ◽  
Tatyana S. Golubeva ◽  
Lyubov S. Klimenko ◽  
...  
Keyword(s):  
Cancer Cells ◽  
Sonogashira Reaction ◽  
Secondary Amines ◽  
One Pot ◽  
Standard Drug ◽  
Three Component Reaction ◽  
G Quadruplex ◽  
New Compounds ◽  
Substituted 1 ◽  
Mcf 7

Abstract Anthraquinones are of significant interest due to their biological activity, coloring properties and synthetic applications. Here, we describe a mild and convenient method for modification of 1-ethynyl-4-hydroxyanthraquinone that was obtained from the Sonogashira reaction of 1-hydroxy-4-iodoanthraquinone with alkynes. The copper(I) catalyzed one-pot three component reaction (A3-coupling) of the new 1-ethynyl-4-hydroxyanthraquinone with secondary amines and formaldehyde was the main approach for the synthesis of nitrogen substituted 1-[3-(amino)prop-1-ynyl]-4-hydroxyanthraquinones. The influence of different substituent in the amine on reaction rate and yield has been evaluated. The cytotoxicity of 1-ethynyl-4-hydroxyanthraquinones was evaluated using the conventional MTT assay. Among all the compounds synthesized, anthraquinone-propargylamine derivatives 28, 29, 30 and 34 possess most promising cytotoxic potential towards glioblastoma cancer cells; compounds 14 and 19 shown selectivity towards the prostate cancer cells DU-145, and 18, and 24 – towards breast cancer cells MCF-7. The grown inhibition on these cancer cells of 18 and 24 was comparable to those of standard drug Doxorubicin. Molecular modeling of new compounds in DNA G-quadruplex binding site was performed to help understand the observed SAR trends.

Sign in / Sign up

Export Citation Format

Share Document