scholarly journals Unconventional Gold-Catalyzed One-Pot/Multicomponent Synthesis of Propargylamines Starting from Benzyl Alcohols

Catalysts ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 513
Author(s):  
Stephany Zárate-Roldán ◽  
María Concepción Gimeno ◽  
Raquel P. Herrera

A formal homogeneous gold-catalyzed A3-coupling, starting from benzyl alcohols, is reported for the straightforward synthesis of propargylamines. This is the first process where these highly valuable compounds have been synthesized, starting from the corresponding alcohols in a one-pot oxidation procedure using MnO2, followed by a HAuCl4·3H2O catalyzed multicomponent reaction. The final products are obtained with very good yields in short reaction times, which is of fundamental interest for the synthesis of pharmaceuticals. The usefulness and efficiency of our methodology is successfully compared against the same reaction starting from aldehydes.

2007 ◽  
Vol 85 (7-8) ◽  
pp. 479-482 ◽  
Author(s):  
Biswanath Das ◽  
Kongara Ravinder Reddy ◽  
Yallamalla Srinivas ◽  
Rathod Aravind Kumar

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.


2018 ◽  
Vol 14 ◽  
pp. 2789-2798 ◽  
Author(s):  
Camila S Pires ◽  
Daniela H de Oliveira ◽  
Maria R B Pontel ◽  
Jean C Kazmierczak ◽  
Roberta Cargnelutti ◽  
...  

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.


RSC Advances ◽  
2020 ◽  
Vol 10 (16) ◽  
pp. 9663-9671 ◽  
Author(s):  
The Thai Nguyen ◽  
Phuong Hoang Tran

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.


2021 ◽  
pp. 169-174
Author(s):  
Sandip R. Kale ◽  
Santosh Kumar Surve

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.


2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Biswa Mohan Sahoo ◽  
B. V. V. Ravi Kumar ◽  
Jnyanaranjan Panda ◽  
S. C. Dinda

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.


2013 ◽  
Vol 2013 ◽  
pp. 1-8 ◽  
Author(s):  
Ravikumar Nagalapalli ◽  
Satyanarayana Reddy Jaggavarapu ◽  
Venkata Prasad Jalli ◽  
Anand Solomon Kamalakaran ◽  
Gopikrishna Gaddamanugu

Ultrasound promoted mild one-pot multicomponent synthesis of 3,4-dihydropyrano[c]chromenes from 4-hydroxycoumarin, arylaldehydes and malononitrile was achieved in aqueous media. The methodology promises advantages of short reaction times, environmentally benign conditions, high yields, and operational convenience.


2020 ◽  
Vol 2020 ◽  
pp. 1-7
Author(s):  
Shivanand Merugu ◽  
Vijaya Kumar Ponnamaneni ◽  
Ravi Varala ◽  
Syed Farooq Adil ◽  
Mujeeb Khan ◽  
...  

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.


2018 ◽  
Vol 42 (1) ◽  
pp. 35-39 ◽  
Author(s):  
Hamid Reza Dehghanpour ◽  
Mohammad H. Mosslemin ◽  
Razieh Mohebat

A simple, straightforward and efficient method is described for the synthesis of 5-aryl-1H-indeno[2’,1’:5,6]pyrido[2,3-d]pyrimidine-2,4,6(3H)-trione via one-pot multicomponent reaction of indane-1,3-dione, arylaldehydes and 6-aminopyrimidin-2,4(1H,3H)-dione in presence of catalytic amount of graphene oxide in water. Graphene oxide is a versatile carbocatalyst and this is the first report on its application in a pyrido[2,3-d]pyrimidine synthesis. Good yield, use of readily available starting materials, operational simplicity, easy work-up and eco-friendly re-usable catalyst are the key features of this protocol.


2021 ◽  
Vol 9 ◽  
Author(s):  
Immandhi Sai Sonali Anantha ◽  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda

The synthesis of dihydropyridines, valuable molecules with diverse therapeutic properties, using eco-friendly heterogeneous catalysts as a green alternative received significant consideration. By selecting appropriate precursors, these compounds can be readily modified to induce the desired properties in the target product. This review focused on synthesising diverse dihydropyridine derivatives in single-pot reactions using magnetic, silica, and zirconium-based heterogeneous catalytic systems. The monograph describes preparation techniques for various catalyst materials in detail. It covers facile and benign magnetic, silica, zirconium-based, and ionic liquid catalysts, exhibiting significant efficacy and consistently facilitating excellent yields in short reaction times and in a cost-effective way. Most of the designated protocols employ Hantzsch reactions involving substituted aldehydes, active methylene compounds, and ammonium acetate. These reactions presumably follow Knoevenagel condensation followed by Michael addition and intra-molecular cyclisation. The multicomponent one-pot protocols using green catalysts and solvents have admirably increased the product selectivity and yields while minimising the reaction time. These sustainable catalyst materials retain their viability for several cycles reducing the expenditure are eco-friendly.


2019 ◽  
Vol 8 (1) ◽  
pp. 42-52 ◽  
Author(s):  
Chahrazed Benhaoua ◽  
Mustapha Rahmouni ◽  
Hadj Benhaoua

The microwave-promoted one-pot multicomponent synthesis of substituted pyrrolidinols using a bifunctional sugar-derived hydroxy-[gamma]-lactone component of amine component or cyanide group is reported. Clean reaction profile, easy work-up procedure, excellent yields and short reaction times are some remarkable features of this method.This modular approach features the in situ-generation of iminium ions intermediate that allows the diastereoselective assembly of the diverse pyrrolidinones efficiently under microwave irradiation has been used.


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