Synthetic enzyme-catalyzed multicomponent reaction for Isoxazol-5(4H)-one Syntheses, their properties and biological application; why should one study mechanisms?

2021 ◽  
Author(s):  
Gabriela H. C. Oliveira ◽  
Luciana M. Ramos ◽  
Raíssa K. C. de Paiva ◽  
Saulo T. A. Passos ◽  
Marina M. Simões ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Multicomponent Reaction ◽  
Early Endosome ◽  
Biological Application ◽  
Multicomponent Synthesis

An imidazolium-containing synthetic enzyme (synzyme) is applied as the catalyst to promote the multicomponent synthesis of (fluorescent) isoxazol-5(4H)-one derivatives in water. The reaction mechanism and selective early endosome staining are also disclosed.

scholarly journals Electrochemical multicomponent synthesis of 4-selanylpyrazoles under catalyst- and chemical-oxidant-free conditions

2021 ◽  
Author(s):  
Yan Wu ◽  
Jin-Yang Chen ◽  
Jing Ning ◽  
Xue Jiang ◽  
Jie Deng ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Raw Materials ◽  
Multicomponent Synthesis ◽  
Mild Conditions ◽  
Simple Protocol ◽  
High Yields

An electrochemical multicomponent reaction was established under catalyst-, chemical-oxidant-free and mild conditions, which provides an eco-friendly and simple protocol for constructing 4-selanylpyrazoles from easily available raw materials with high yields.

scholarly journals Molecular iodine-catalyzed one-pot multicomponent synthesis of 5-amino-4-(arylselanyl)-1H-pyrazoles

2018 ◽  
Vol 14 ◽  
pp. 2789-2798 ◽  
Author(s):  
Camila S Pires ◽  
Daniela H de Oliveira ◽  
Maria R B Pontel ◽  
Jean C Kazmierczak ◽  
Roberta Cargnelutti ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Functional Group ◽  
Diazo Compound ◽  
Molecular Iodine ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
X Ray ◽  
Dehydrogenative Coupling ◽  
Reflux Temperature

A one-pot iodine-catalyzed multicomponent reaction has been developed for the selective preparation of 5-amino-4-(arylselanyl)-1H-pyrazoles from a diverse array of benzoylacetonitriles, arylhydrazines and diaryl diselenides. The reactions were conducted in MeCN as solvent at reflux temperature under air. The methodology presents a large functional group tolerance to electron-deficient, electron-rich, and bulky substituents and gave the expected products in good to excellent yields. The synthesized 1,3-diphenyl-4-(phenylselanyl)-1H-pyrazol-5-amine was submitted to an oxidative dehydrogenative coupling to produce a diazo compound confirmed by X-ray analysis.

scholarly journals One-pot multicomponent synthesis of thieno[2,3-b]indoles catalyzed by a magnetic nanoparticle-supported [Urea]4[ZnCl2] deep eutectic solvent

RSC Advances ◽  
2020 ◽  
Vol 10 (16) ◽  
pp. 9663-9671 ◽  
Author(s):  
The Thai Nguyen ◽  
Phuong Hoang Tran
Keyword(s):  
Multicomponent Reaction ◽  
Magnetic Nanoparticle ◽  
Deep Eutectic Solvent ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Green Catalyst

We have developed the synthesis of thieno[2,3-b]indole dyes via a multicomponent reaction of cheap and available reagents using a magnetic nanoparticle-supported [Urea]4[ZnCl2] deep eutectic solvent as a green catalyst.

One-pot multicomponent synthesis of β-acetamidoketones catalysed by pTSA1

2007 ◽  
Vol 85 (7-8) ◽  
pp. 479-482 ◽  
Author(s):  
Biswanath Das ◽  
Kongara Ravinder Reddy ◽  
Yallamalla Srinivas ◽  
Rathod Aravind Kumar
Keyword(s):  
Multicomponent Reaction ◽  
Acetyl Chloride ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
High Yields ◽  
Three Component Coupling

A catalytic amount of pTSA has been found to be effective to carry out a one-pot three-component coupling of aromatic aldehydes, enolizable ketones or ketoesters, and acetonitrile in the presence of acetyl chloride to afford β-acetamidoketones in high yields. Short reaction times and inexpensive catalyst are main advantages of this protocol.Key words: β-acetamidoketone, pTSA, multicomponent reaction, diastereoselectivity.

scholarly journals A multicomponent reaction of 2-aminoimidazoles: microwave-assisted synthesis of novel 5-aza-7-deaza-adenines

RSC Advances ◽  
2017 ◽  
Vol 7 (81) ◽  
pp. 51062-51068 ◽  
Author(s):  
Felicia Phei Lin Lim ◽  
Szy Teng Low ◽  
Elvina Lee King Ho ◽  
Nathan R. Halcovitch ◽  
Edward R. T. Tiekink ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Microwave Assisted Synthesis ◽  
Multicomponent Synthesis ◽  
Microwave Assisted

An efficient and highly selective multicomponent synthesis of 4-aminoimidazo[1,2-a]triazines, which are 5-aza-7-deaza-isosteres of adenine, was developed.

scholarly journals One-pot multicomponent synthesis of highly substituted pyridines using hydrotalcite as a solid base and reusable catalyst

2021 ◽  
pp. 169-174
Author(s):  
Sandip R. Kale ◽  
Santosh Kumar Surve
Keyword(s):  
Catalytic Activity ◽  
Multicomponent Reaction ◽  
Aromatic Aldehydes ◽  
Significant Loss ◽  
Solid Base ◽  
Reusable Catalyst ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Pyridines

One-pot synthesis of highly substituted pyridines has been demonstrated via multicomponent reaction of aldehydes, malononitrile and thiophenol using Mg-Al hydrotalcite as a solid base and reusable catalyst. The catalytic activity is intimately connected to the basicity of the catalyst. The best activities were observed with the Mg/Al: 5 catalyst. The catalyst could be reused for further run without a significant loss in activity. The protocol was also applicable for various aromatic aldehydes which affords desired product in good to excellent yield.

scholarly journals Ecofriendly and Facile One-Pot Multicomponent Synthesis of Thiopyrimidines under Microwave Irradiation

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Biswa Mohan Sahoo ◽  
B. V. V. Ravi Kumar ◽  
Jnyanaranjan Panda ◽  
S. C. Dinda
Keyword(s):  
Reaction Time ◽  
Microwave Irradiation ◽  
Spectral Data ◽  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Heating Method ◽  
Green Protocol ◽  
Drug Molecules

A rapid, improved, and ecofriendly synthesis of thiopyrimidines is carried out via one-pot multicomponent reaction of ethylcyanoacetate, substituted benzaldehydes, and thiourea in presence of ethanolic K2CO3 using microwave irradiation heating method. Excellent yields, shorter reaction time, and easy workup are the major advantageous features of this green protocol. So the application of multicomponent reactions involves the combination of multiple starting materials with different functional groups leading to the highly efficient and environmentally friendly construction of multifunctional drug molecules. The structures of the newly synthesized products were assigned on the basis of IR and 1HNMR spectral data.

scholarly journals Multicomponent Synthesis of 2-(2,4-Diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonic Acids in DMSO

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6839
Author(s):  
Yuliya E. Ryzhkova ◽  
Michail N. Elinson ◽  
Oleg I. Maslov ◽  
Artem N. Fakhrutdinov
Keyword(s):  
Reaction Mechanism ◽  
Organic Synthesis ◽  
Multicomponent Reactions ◽  
Room Temperature ◽  
Low Cost ◽  
2D Nmr ◽  
Biologically Active ◽  
Multicomponent Synthesis ◽  
2D Nmr Spectroscopy ◽  
Low Toxicity

Dimethyl sulfoxide is a widely used solvent in organic synthesis and in the pharmaceutical industry because of its low cost, stability, and low toxicity. Multicomponent reactions are an advanced approach that has become an efficient, economical, and eco-friendly substitute for the conventional sequential multi-step synthesis of various biologically active compounds. This approach was adopted for the synthesis of previously unknown 2-(2,4-diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonic acids via transformation of salicylaldehydes, malononitrile dimer, and malonic acid. It was shown that the use of DMSO at room temperature makes it possible to synthesize previously unavailable compounds. The investigation of the reaction mechanism using 1H-NMR monitoring made it possible to confirm the proposed mechanism of the transformation. The structure of synthesized 5H-chromeno[2,3-b]pyridines was confirmed by 2D-NMR spectroscopy.

scholarly journals Metal-free Catalyzed One-Pot Multicomponent Synthesis of (E)-3-(2-((5-(Benzylideneamino)-1,3,4-thiadiazol-2-yl)thio) Acetyl)-2H-chromen-2-one Derivatives and Their Biological Evaluation

2020 ◽  
Vol 2020 ◽  
pp. 1-7
Author(s):  
Shivanand Merugu ◽  
Vijaya Kumar Ponnamaneni ◽  
Ravi Varala ◽  
Syed Farooq Adil ◽  
Mujeeb Khan ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Data ◽  
Multicomponent Reaction ◽  
Biological Evaluation ◽  
Anhydrous Ethanol ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Metal Free ◽  
Substituted Benzaldehydes

A series of (E)-3-(2-((5-(benzylideneamino)-1,3,4-thiadiazol-2-yl)thio) acetyl)-2H-chromen-2-one and its derivatives (4a-h) have been obtained using a one-pot multicomponent reaction with good yields. The compounds have been synthesized from 3-(2-bromoacetyl)chromen-2-ones (1), 5-amino-1,3,4-thiadiazole-2-thiol (2), and substituted benzaldehydes (3) in anhydrous ethanol and conc. H2SO4. Subsequently, all the synthesized compounds have been screened for their antimicrobial activity and characterized by analytical and spectral data.

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