L-proline catalyzed multicomponent reactions: facile access to 2H-benzo[g]pyrazolo[3,4-b]quinoline-5,10(4H,11H)-dione derivatives

RSC Advances ◽  
2014 ◽  
Vol 4 (29) ◽  
pp. 15319-15324 ◽  
Author(s):  
Shaik Karamthulla ◽  
Suman Pal ◽  
Tasneem Parvin ◽  
Lokman H. Choudhury
Keyword(s):  
Multicomponent Reactions ◽  
Catalytic Amount ◽  
Three Component Reaction

Three component reaction of 2-hydroxy 1,4-naphthoquinones, aldehydes, and aminopyrazoles in the presence of a catalytic amount ofl-proline has been described for the synthesis of a series of 2H-benzo[g]pyrazolo[3,4-b]quinoline-5,10(4H,11H)-dione derivatives.

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 An Efficient One-Pot Multicomponent Synthesis of 4-Aza-Podophyllotoxin Derivatives in Ionic Liquid

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Hossein Naeimi ◽  
Zahra Rashid ◽  
Amir Hassan Zarnani ◽  
Ramin Ghahremanzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Amount ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Procedure ◽  
Mild Conditions ◽  
Three Component Reaction ◽  
Podophyllotoxin Derivatives

A simple, green, and efficient procedure for the synthesis of 4-aza-podophyllotoxin derivatives by using a one-pot three-component reaction of benzaldehydes, 1,3-cyclohexanediones, and anilinolactones in the presence of catalytic amount of alum in 1-butyl-3-methylimidazolium triflate as green media is described. This reaction proceeded under mild conditions with the use of an inexpensive and readily available catalyst, high to excellent yields, and simple workup procedure.

scholarly journals Phospho sulfonic acid: A novel and efficient solid acid catalyst for the one-pot preparation of 2H-indazolo[2,1-b]-phthalazine-triones

2013 ◽  
Vol 78 (4) ◽  
pp. 469-476 ◽  
Author(s):  
Reza Kiasat ◽  
Arash Mouradezadegun ◽  
Jafar Saghanezhad
Keyword(s):  
Sulfonic Acid ◽  
Solid Acid ◽  
Solid Acid Catalyst ◽  
Acid Catalyst ◽  
Catalytic Amount ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
The One ◽  
Short Time

The efficient one-pot condensation of aldehyde, dimedone, and phthalhydrazide has been achieved in the presence of a catalytic amount of phospho sulfonic acid as a novel environmentally benign heterogeneous solid acid under solvent-free conditions. A diversified 2H-indazolo[1,2-b]phthalazinetrione derivatives were prepared in good to excellent yields in short time. The economical factors (time, cost, waste etc.) for this three-component reaction hold promise for the future of organic synthesis.

scholarly journals CeCl3⋅7H2O/SiO2as an Efficient and Recyclable Catalyst for the Synthesis of Dihydropyrano[3,2-b]chromenediones

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Chong Zhang ◽  
Yan Qu
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Recyclable Catalyst ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
High Yields

Dihydropyrano[3,2-b]chromenedione derivatives were synthesized in moderate-to-high yields in one-pot three-component reaction from the corresponding aromatic aldehydes, kojic acid, and dimedone, in the presence of catalytic amount ofCeCl3⋅7H2O/SiO2as a nontoxic, reusable, inexpensive, and easily available reagent, under solvent-free conditions.

A Three-Component Reaction for the One-Pot Preparation of β-Amino-α,α-Difluoroketones from Trimethyl(trifluoromethyl)silane (CF3TMS), Acylsilanes and Imines

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 4082-4092 ◽  
Author(s):  
Aurélien Honraedt ◽  
Lucía Méndez ◽  
Jean-Marc Campagne ◽  
Eric Leclerc
Keyword(s):  
Catalytic Amount ◽  
Fluoride Anion ◽  
One Pot ◽  
Three Component Reaction ◽  
Brook Rearrangement ◽  
Direct Preparation ◽  
Diphenylphosphinyl Imines ◽  
The One

A methodology allowing the direct preparation of β-amino-α,α-difluoroketones from the Ruppert–Prakash reagent (CF3TMS), acyltrimethylsilanes and N-Boc or N-(diphenylphosphinyl)imines is reported. The process, initiated by a catalytic amount of tetra-n-butylammonium difluorotriphenylsilicate (TBAT), involves the addition of CF3TMS to the acylsilane, followed by a Brook rearrangement and elimination of a fluoride anion. The latter promotes the addition of the resulting difluoroenoxysilane to the imine. The higher electrophilicity of the acylsilane compared to the imine allows the direct mixing of all the reagents in a three-component, one-pot process.

scholarly journals PEG-SO3H promoted one pot grinding method for the synthesis of 2-amino-4H-chromene-3-carboxylates

2020 ◽  
Vol 11 (4) ◽  
pp. 5321-5327
Author(s):  
Mahesh S ◽  
Balaji G L
Keyword(s):  
Heterocyclic Compounds ◽  
Catalytic Amount ◽  
One Pot ◽  
Simple Method ◽  
Grinding Method ◽  
Medical Need ◽  
Three Component Reaction ◽  
Wide Range ◽  
Synthetic Approaches ◽  
Short Time

There is a crucial medical need for the synthesis of 4H-chromene compounds via simple efficient methods. 4H-chromene compounds are stated to have a wide range of medicinal applications such as anti-bacterial, anti-cancer (EPC2407 and MX58151), antimalarial, antifungal, anti-rheumatic and anti-viral properties depending up on the substituents which is present on the heterocyclic compounds. Nowadays multi component protocols shows a better advantages such as better yield, less reaction time and no usage of different solvents for synthesis of biological important heterocyclic compounds over other synthetic approaches. The operational simplicity and applicability of this protocol to various analogues make it an alternative to previous reported methods.Therefore, this work was to prepare a series of 4H-chromene analogues via simple method with short time. Here, we reported the synthesis of 2-amino-4H-chromene-3-carboxylates using green solvent(water) under grinding method by one pot three component reaction of substituted aldehydes, dimedone and cyano acetates. This reaction was catalysed by catalytic amount of PEG-SO3H at room temperature. This catalyst proved the efficient for synthesis of many heterocyclic compounds. This reaction proceeds with very short time i.e. 5 mins. The 2-amino-4H-chromene derivatives (4a-i) was obtained with excellent yields(85-94%).

scholarly journals Acid Catalyzed Multicomponent One-Pot Synthesis of New Quinazolinone based Unsymmetrical C-N Linked Bis Heterocycles

2022 ◽  
Vol 34 (2) ◽  
pp. 432-436
Author(s):  
Nagamani Rayala ◽  
Sumathi Vodnala ◽  
Supriya Kamsani ◽  
A.K.D. Bhavani ◽  
Nagaraju Myakala ◽  
...  
Keyword(s):  
Hydrochloric Acid ◽  
13C Nmr ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Heterocyclic Ring ◽  
Spectroscopic Techniques ◽  
One Pot ◽  
Hybrid Compounds ◽  
Three Component Reaction ◽  
Acid Catalyzed

A novel series of unsymmetrical C-N linked bis heterocycles bearing quinazolinone and acridinedione skeletons have been synthesized in an acid promoted one pot multicomponent reaction. A blend of 6-aminoquinazolin-4-(3H)-one, aromatic aldehydes and cyclohexane-1,3-dione in a simple and efficient condensation-cyclization reaction using hydrochloric acid in catalytic amount as catalyst afforded unsymmetrical bis hybrids in good to excellent yields. Multiheterocyclic hybrid compounds were also synthesized using heterocyclic ring containing aldehyde in three component reaction. The synthesized quinazolinone-acridindione hybrids were characterized using spectroscopic techniques such as a IR, 1H NMR, 13C NMR, ESI-mass and HRMS.

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.

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