A highly efficient and green protocol for the synthesis of 3,3′-(arylmethylene)-bis(2-hydroxynaphthoquinone) derivatives catalyzed by a dicationic molten salt

2021 ◽  
Vol 76 (2) ◽  
pp. 91-95
Author(s):  
Abdolkarim Zare ◽  
Aysoda Ghobadpoor

Abstract A highly efficient and green protocol for the synthesis of 3,3′-(arylmethylene)-bis(2-hydroxynaphthoquinone) {3,3′-(arylmethylene)-bis(2-hydroxynaphthalene-1,4-dione)} derivatives has been developed. The reaction of 2-hydroxynaphthoquinone (2-hydroxynaphthalene-1,4-dione) (2 eq.) and arylaldehydes (1 eq.) in the presence of the dicationic molten salt N,N,N′,N′-tetramethylethylenediaminium bis-hydrogensulfate ([TMEDAH2][HSO4]2) under solvent-free conditions afforded the mentioned compounds in high yields and relatively short reaction times.

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.


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.


2018 ◽  
Vol 42 (12) ◽  
pp. 604-607
Author(s):  
Loghman Firoozpour ◽  
Hoda Yahyavi ◽  
Ramona Ejtemaei ◽  
Setareh Moghimi ◽  
Alireza Foroumadi

A green and efficient method for preparing novel heterocyclic systems is established through the reaction of differently substituted benzaldehydes, barbituric acid and 4-amino-2H-chromene-2-one under solvent-free conditions. This method affords 6H-chromeno[3’,4’:5,6] pyrido[2,3-d]pyrimidine-trione derivatives in high yields and short reaction times.


2009 ◽  
Vol 63 (1) ◽  
Author(s):  
Mohammad Abdollahi-Alibeik ◽  
Zahra Zaghaghi

AbstractEfficient syntheses of 3,4-dihydropyrimidin-2-(1H)-ones and the corresponding thioxo derivatives using 1,3-dibromo-5,5-dimethylhydantoin (DBH) catalysis of a one-pot three-component Biginelli reaction of aldehydes, ethyl acetoacetate, and urea or thiourea under microwave irradiation are described. The advantages of this method are its short reaction times, high yields of the products, inexpensive and commercially available catalyst, and solvent-free conditions. Typical isolated yields exceed 70 % for arylaldehydes (9 examples) and aliphatic aldehydes (2 examples).


2011 ◽  
Vol 8 (4) ◽  
pp. 1626-1631 ◽  
Author(s):  
Liqiang Wu ◽  
Xiao Wang

An efficient solvent-free procedure for the preparation of 4,4′-epoxydicoumarins via the ondensation of 4-hydroxycoumarin with aldehydes in the presence of catalytic amount of phosphorus pentoxide/silica gel at 110°C is described. The advantages of this method are generality, high yields, short reaction times, ease of product isolation, low cost and ecologically friendly.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Zahed Karimi-Jaberi ◽  
Marziyeh Jokar ◽  
S. Zoleykha Abbasi

Two efficient and direct procedures have been developed for the preparation of 1-amidoalkyl-2-naphthols by a one-pot condensation of aldehydes, 2-naphthol, and amides in the presence of trichloroacetic acid or cobalt (II) chloride as catalyst. The reactions were carried out under solvent-free media. High yields, short reaction times, easy workup of the catalyst are advantages of these procedures.


2012 ◽  
Vol 9 (4) ◽  
pp. 2037-2043 ◽  
Author(s):  
Abolghasem Davoodnia ◽  
Bahareh Razavi ◽  
Niloofar Tavakoli-Hoseini

Silica gel-supported polyphosphoric acid (PPA-SiO2) was found to be highly efficient, eco-friendly and recyclable heterogeneous catalyst for the synthesis of 2,4,6-triarylpyridines through one-pot three-component reaction of acetophenone, aryl aldehydes, and ammonium acetate under solvent-free conditions. This method has several advantages, such as simple procedure with an easy work-up, short reaction times, and high yields. Furthermore, the catalyst could be recycled after a simple work-up, and used at least three times without substantial reduction in its catalytic activity.


2013 ◽  
Vol 634-638 ◽  
pp. 504-507
Author(s):  
Wan Yi Liu ◽  
Ning Liu ◽  
Rui Yuan Zheng ◽  
Bing Li ◽  
Xia Zhang ◽  
...  

Coaled carbon-based solid acid (CCBSAC) is reported as a new, efficient and recyclable catalyst for the regioselective multicomponent synthesis of dihydropyrimidin-2(1H)-ones from aldehydes, β-ketoesters and urea or thiourea under solvent-free conditions. The structure and thermal stability of CCBSAC which resulted from ultra-clean coal resources mainly were characterized by IR, XRD, and TG. Nineteen dihydropyrimidin-2(1H)-ones examples were prepared and this catalyst could recycle up to 4 consecutive runs without losing its efficiency. The high yields of products, short reaction times, ease of work-up and clean procedure will make the present method a useful and important addition to the previous methodologies for the synthesis of dihydropyrimidin-2(1H)-ones.


2013 ◽  
Vol 78 (6) ◽  
pp. 769-779 ◽  
Author(s):  
Ali Ghasemzadeh ◽  
Javad Safaei-Ghomi ◽  
Safura Zahedi

Magnetically separable Fe3O4 nanoparticles supply environmentally friendly procedure for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene and 1,8-dioxo-octahydro-xanthene derivatives. These compounds were obtained in high yields and short reaction times by the reaction of dimedone and 2-naphthol with various aromatic aldehydes under solvent-free conditions. The catalyst coluld be easily recovered using an external magnet and reused for six cycles with almost consistent activity.


2011 ◽  
Vol 89 (12) ◽  
pp. 1533-1538 ◽  
Author(s):  
Ezzat Rafiee ◽  
Maryam Khodayari ◽  
Mohammad Joshaghani

Various 1,3-dicarbonyl compounds reacted readily with benzylic alcohols in the presence of Cs2.5H0.5PW12O40 salt to produce 2-benzylic-1,3-dicarbonyl compounds in high yields. It was found that this catalyst could be completely recovered and reused without loss of its catalytic activities and is thus environmentally conscious especially in solvent-free conditions. The use of this method provides improved modification of the direct benzylation of 1,3-carbonyl compounds in terms of low reaction times, solvent-free conditions, usage of a small amount of the catalyst, and a clean reaction profile. Furthermore, the use of this catalyst is feasible because of its easy preparation, its easy handling, its stability, its easy recovery, its reusability, being environmentally green, its excellent activity, and its selectivity.


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