scholarly journals New Approach for the One-Pot Synthesis of 1,3,5-Triazine Derivatives: Application of Cu(I) Supported on a Weakly Acidic Cation-Exchanger Resin in a Comparative Study

Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3586 ◽  
Author(s):  
Eva Havránková ◽  
Jozef Csöllei ◽  
Pavel Pazdera

An efficient and simple methodology for Ullmann Cu(I)-catalyzed synthesis of di- and trisubstituted 1,3,5-triazine derivatives from dichlorotriazinyl benzenesulfonamide and corresponding nucleophiles is reported. Cations Cu(I) supported on macroporous and weakly acidic, low-cost industrial resin of polyacrylate type were used as a catalyst. The reaction times and yields were compared with traditional synthetic methods for synthesis of substituted 1,3,5-triazine derivatives via nucleophilic substitution of chlorine atoms in dichlorotriazinyl benzenesulfonamide. It was found that Ullmann-type reactions provide significantly shortened reaction times and, in some cases, also higher yields. Finally, trisubstituted s-triazine derivatives were effectively prepared via Ullmann-type reaction in a one-pot synthetic design. Six new s-triazine derivatives with potential biological activity were prepared and characterized.

2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.


2021 ◽  
Vol 25 ◽  
Author(s):  
Dhaval B. Patel ◽  
Jagruti A. Parmar ◽  
Siddharth S. Patel ◽  
Unnati J. Naik ◽  
Hitesh D. Patel

: 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.


2017 ◽  
Vol 25 (2) ◽  
pp. 163-178 ◽  
Author(s):  
Reza Heydari ◽  
Rohollah Rahimi ◽  
Mehrnoosh Kangani ◽  
Afshin Yazdani-Elah-Abadi ◽  
Mojtaba Lashkari

Abstract The potassium carbonate was applied as a green and efficient catalyst for the one-pot synthesis of pyran annulated heterocyclic systems, via the condensation between aromatic aldehydes, malononitrile and dimedone/1-naphtole by a grinding method at room temperature and solvent-free conditions. Short reaction times, environmentally friendly procedure and excellent yields are the main advantages of this procedure which makes it more economic than other environmentally synthetic methods.


2020 ◽  
Vol 10 (6) ◽  
pp. 6706-6717

1, 3, 5-Tris (2-hydroxyethyl) isocyanurate functionalized SBA-15 is used as a novel, highly efficient, and recyclable heterogeneous nano-catalyst for the one-pot 3-component synthesis of tetrahydro benzo [b] pyran derivatives. These unique derivatives were synthesized through the condensation reactions of the enolizable compounds, different aldehydes, and malononitrile (or ethyl cyanoacetate) under the mild reaction conditions, in the short reaction times, and gives excellent yields in the refluxing H2O as a green solvent. The accuracy of synthesizing functionalized SBA-15 was confirmed with FT-IR spectroscopy. Then the catalyst was characterized by scanning electron microscopy (SEM), transition electron microscopy (TEM), and surface area analysis (BET). TEM images demonstrated that the synthesized catalyst had a hexagonal structure. Simplicity in the operation, rapidity, high yields, low cost, mild reaction conditions, catalyst with low loading, evading the usage of toxic change metals, stability, and the catalyst reusability are the main advantages of the proposed protocol.


2021 ◽  
Vol 76 (2) ◽  
pp. 85-90
Author(s):  
Abdolkarim Zare ◽  
Manije Dianat

Abstract A highly efficient and green protocol for the synthesis of pyrimido[4,5-b]quinolines has been described. The one-pot multicomponent reaction of dimedone with arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of N,N-diethyl-N-sulfoethanaminium chloride ([Et3N–SO3H][Cl]) as an ionic liquid (IL) catalyst under solvent-free conditions afforded the mentioned compounds in high yields and short reaction times. Our protocol is superior to many of the reported protocols in terms of two or more of these factors: the reaction times, yields, conditions (solvent-free versus usage of organic solvents), temperature and catalyst amount.


2018 ◽  
Vol 18 (1) ◽  
pp. 7
Author(s):  
Farzaneh Mohamadpour ◽  
Mojtaba Lashkari ◽  
Nourallah Hazeri

A green and facile saccharin-catalyzed procedure is developed for the one-pot convenient synthesis of dihydropyrano[2,3-c]pyrazole, tetrahydrobenzo[b]pyran and pyrano[2,3-d]pyrimidinone scaffolds via multi-component tandem Knoevenagel cyclocondensation reaction. This procedure has the chief advantages of green, inexpensive and readily available catalyst, high atom-economy, high to quantitative yields and the reaction procedure is mild and involves facile workup procedure to obtain the desired products in short reaction times.


2009 ◽  
Vol 13 (08n09) ◽  
pp. 854-858 ◽  
Author(s):  
Qiang Liu ◽  
Yan-Zhi Gong ◽  
Chang-Jun Gong ◽  
Qing-Hong Li ◽  
Can-Cheng Guo

A new synthesis of μ-oxo dimeric iron(III) porphyrins from meso-tetraarylporphyrins in one-pot procedure is reported. μ-oxo dimeric iron(III) porphyrin was obtained in high yield (up to 93%) from the reaction of meso-tetraarylporphyrin with ferrous chloride in DMF at pH 8–11. Compared with other synthetic methods of μ-oxo dimeric iron(III) porphyrin from meso-tetraarylporphyrins, the one-pot procedure has higher yields of μ-oxo dimeric iron(III) porphyrins and is a simpler and more convenient procedure. In order to evaluate the range of applicability of this method, μ-oxo dimeric iron(III) porphyrins with different substituents were prepared by the reaction of the corresponding meso-tetraarylporphyrins with ferrous chloride. The results showed that it was possible to apply this one-pot procedure to the synthesis of other μ-oxo dimeric iron porphyrins in excellent yields. A mechanism for the formation of μ-oxo dimeric iron porphyrins was proposed based on the reaction intermediates characterized by HPLC and UV-vis methods.


2018 ◽  
Vol 13 (7) ◽  
pp. 1934578X1801300
Author(s):  
Anna V. Lekar ◽  
Sergey N. Borisenko ◽  
Elena V. Vetrova ◽  
Elena V. Maksimenko ◽  
Salima S. Khizrieva ◽  
...  

The aim of this work was to develop and study a fast “one-pot” procedure for the production of glycyrrhetinic acid (GLA) from the roots of licorice ( Glycyrrhiza glabra L.) using subcritical water (SBW). Technique requires no use expensive and toxic organic solvents. For the first time the new method was used for the production of glycyrrhetinic acid (aglycone of glycyrrhizic acid) by “one-pot” technique. HPLC was used to determine the quantitative compositions of the obtained products. It has been shown that variation of only one parameter of the process (temperature) allows alteration of composition of the products obtained by new “one-pot” technique. The “one-pot” procedure developed for the production of GLA in SBW is faster (12 folds) than conventional methods that use expensive and toxic organic solvents. The proposed procedure has the excellent potential for the future development of the fast and low cost technologies for the production of GLA and its derivatives in the pharmaceutical, food and cosmetic industries.


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