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.

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 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.

Consecutive Multicomponent Reactions: Synthesis of 3-Acyl-4-alkynyl-Substituted 1,3-Thiazolidines

Synthesis ◽  
2018 ◽  
Vol 50 (05) ◽  
pp. 1123-1132 ◽  
Author(s):  
Jürgen Martens ◽  
Torben Schlüter ◽  
Nils Frerichs ◽  
Marc Schmidtmann
Keyword(s):  
Functional Groups ◽  
Multicomponent Reactions ◽  
Terminal Alkynes ◽  
Synthetic Route ◽  
Acyl Chlorides ◽  
Mild Conditions ◽  
Three Component Reaction

This work describes the synthesis of compounds containing thiazolidine and propargylamidic motifs. Their preparation follows a synthetic route containing two multicomponent reactions. First, the Asinger four-component reaction is used to prepare 3-thiazolines and 3-oxazolines. Secondly, these heterocyclic imines are converted into propargylamides by a copper-catalyzed three-component reaction using acyl chlorides and terminal alkynes. The synthetic route is characterized by mild conditions and many functional groups are tolerated. The formation of an unexpected α-alkynoxyamide is also presented.

scholarly journals Synthesis of Biologically Active Molecules through Multicomponent Reactions

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 505 ◽  
Author(s):  
Daniel Insuasty ◽  
Juan Castillo ◽  
Diana Becerra ◽  
Hugo Rojas ◽  
Rodrigo Abonia
Keyword(s):  
Multicomponent Reaction ◽  
Biological Property ◽  
Multicomponent Reactions ◽  
Organic Molecules ◽  
Biological Activities ◽  
Biologically Active ◽  
Vast Number ◽  
Key Points ◽  
Reported Data ◽  
Synthetic Approaches

Focusing on the literature progress since 2002, the present review explores the highly significant role that multicomponent reactions (MCRs) have played as a very important tool for expedite synthesis of a vast number of organic molecules, but also, highlights the fact that many of such molecules are biologically active or at least have been submitted to any biological screen. The selected papers covered in this review must meet two mandatory requirements: (1) the reported products should be obtained via a multicomponent reaction; (2) the reported products should be biologically actives or at least tested for any biological property. Given the diversity of synthetic approaches utilized in MCRs, the highly diverse nature of the biological activities evaluated for the synthesized compounds, and considering their huge structural variability, much of the reported data are organized into concise schemes and tables to facilitate comparison, and to underscore the key points of this review.

scholarly journals Concise Synthesis of Macrocycles by Multicomponent Reactions

Synthesis ◽  
2018 ◽  
Vol 50 (05) ◽  
pp. 1027-1038 ◽  
Author(s):  
Alexander Dömling ◽  
Eman Abdelraheem ◽  
Samad Khaksar
Keyword(s):  
Amino Acid ◽  
Multicomponent Reaction ◽  
Ring Opening ◽  
Multicomponent Reactions ◽  
Reaction Pathway ◽  
Ring Closure ◽  
Side Chains ◽  
Reaction Sequence ◽  
Cyclic Anhydride

A short reaction pathway was devised to synthesize a library of artificial 18–27-membered macrocycles. The five-step reaction sequence involves ring opening of a cyclic anhydride with a diamine, esterification, coupling with an amino acid isocyanide, saponification, and, finally, macro-ring closure using an Ugi or, alternatively, a Passerini multicomponent reaction. Three out of the five steps allow for the versatile introduction of linker elements, side chains, and substituents with aromatic, heteroaromatic, and aliphatic character. The versatile pathway is described for 15 different target macrocycles on a mmol scale. Artificial macrocycles have recently become of great interest due to their potential to bind to difficult post-genomic targets.

Chitosan: A Natural and Sustainable Polymeric Organocatalyst for C-C Bond Formation During the Synthesis of 5-amino-2,3-dihydrobenzo[d] thiazole-4,6-dicarbonitriles

2019 ◽  
Vol 6 (1) ◽  
pp. 69-76
Author(s):  
Km N. Shivhare ◽  
Ibadur R. Siddiqui
Keyword(s):  
Catalytic Activity ◽  
Multicomponent Reaction ◽  
Bond Formation ◽  
Environmentally Benign ◽  
One Pot ◽  
Reaction Condition ◽  
Three Component Reaction ◽  
Efficient Route

Background: A green, recyclable and reusable chitosan catalyst has been utilized for the synthesis of 5-amino-2,3-dihydrobenzo[d]thiazole-4,6-dicarbonitrile and its derivatives. Methods and Results: Three-component reaction protocol incorporates the reaction of aldehydes, malononitrile and rhodanine derivatives. This is examined as an efficient route for the synthesis of dicarbonitriles utilizing a green, biodegradable, environmentally benign, and easily available chitosan catalyst. In the reported protocol, catalyst can be recycled and not any substantial dropping in its catalytic activity during the recycling steps was obtained. Conclusion: A green and environmentally benign, one pot three-component protocol has been illustrated for the synthesis of 5-amino-2,3-dihydrobenzo[d]thiazole-4,6-dicarbonitrile derivatives. Adequately yield products were gained via the natural catalytic approach with the recyclability of the catalyst. The use of chitosan represents this procedure as an attractive substitute for the synthesis of biaryls complex by multicomponent reaction condition.

An uncommon multicomponent reaction involving nucleophilic heterocyclic carbenes: facile synthesis of fully substituted cyclopentanones

2018 ◽  
Vol 5 (7) ◽  
pp. 1202-1208 ◽  
Author(s):  
Jagadeesh Krishnan ◽  
Anu Jose ◽  
B. S. Sasidhar ◽  
E. Suresh ◽  
Rajeev S. Menon ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Heterocyclic Carbenes ◽  
Facile Synthesis ◽  
Three Component Reaction

An unprecedented three component reaction involving arylidene oxazolone, enal and NHC, leading to the synthesis of fully substituted cyclopentanone derivatives with three contiguous stereocenters, is reported.

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