Synthesis of Trans-6-(4-Chlorobenzoyl)-7-(Aryl)-1,3-Dimethyl-6,7-Dihydrofuro[3,2-d]Pyrimidine-2,4-Diones Using Choline Hydroxide as an Efficient Catalyst in an Aqueous Medium

2017 ◽  
Vol 41 (3) ◽  
pp. 139-142 ◽  
Author(s):  
Maryam Salari ◽  
Alireza Hassanabadi ◽  
Mohammad H. Mosslemin

A green and efficient synthesis of the trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 1,3-dimethylbarbituric acid and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. This gives trans-6-(4-chlorobenzoyl)-7-(aryl)-1,3-dimethyl-6,7-dihydrofuro[3,2-d]pyrimidine-2,4-diones in excellent yield and in short reaction times.

2017 ◽  
Vol 41 (1) ◽  
pp. 60-63 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi

A three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with benzo[1,3]dioxol-5-ol and an aromatic aldehyde in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in refluxing water gives trans-(4-chlorophenyl)-7-aryl-6,7-dihydro-[1,3]dioxolo[4,5- f]benzofuran-6-yl)methanone in excellent yield and in short time.


2017 ◽  
Vol 41 (11) ◽  
pp. 657-660 ◽  
Author(s):  
Mohammad Reza Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi

A one-pot, efficient synthesis of 11 novel 2,3-diacylated trans-tetrahydrobenzofuran-4-one derivatives has been achieved via a three-component condensation of a N-(4-halophenacyl)-pyridinium bromide, a cyclic 1,3-diketone such as 5,5-dimethyl-1,3-cyclohexanedione (dimedone) or cyclohexane-1,3-dione and an arylglyoxal in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane (DABCO) in water under reflux conditions. The attractive features of the method are excellent yields and high purity, short reaction times, easy work-up, and use of an inexpensive and non-toxic catalyst.


2019 ◽  
Vol 43 (1-2) ◽  
pp. 39-42
Author(s):  
Ali Abutalebi ◽  
Mohammad H Mosslemin ◽  
Razieh Mohebat

A one-pot, efficient synthesis of seven novel trans-2,3-diacylated hexahydrobenzofuran derivatives has been achieved via a three-component condensation of N-(1-benzyloxycarbonylmethyl)quinolinium bromide with 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and an aromatic aldehyde in the presence of catalytic amounts of triethanolamine in water under reflux conditions. The attractive features of the method are excellent yields and high purity, short reaction times, easy work-up, and use of an inexpensive and non-toxic catalyst.


2012 ◽  
Vol 9 (2) ◽  
pp. 739-743 ◽  
Author(s):  
Liqiang Wu

A simple and efficient synthesis of 3-(2'-benzothiazolyl)-2,3-dihydro quinazolin-4(1H)- ones has been accomplished by the one-pot condensation of isatoic anhydride, aldehyde and 2-aminobenzothiazole under solvent-free conditions in the presence of Zr(HSO4)4.


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.


2017 ◽  
Vol 41 (8) ◽  
pp. 448-451 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi

A green and highly efficient synthesis of 12 novel trans-2-(4-chlorobenzoyl)-3-aryl-2,3-dihydronaphtho[2,3- b]furan-4,9-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2-hydroxy-1,4-naphthoquinone and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The advantages of this method are a short reaction time, high yields and the avoidance of any hazardous organic solvent. Therefore, this procedure can be classified as green chemistry.


RSC Advances ◽  
2019 ◽  
Vol 9 (71) ◽  
pp. 41851-41860
Author(s):  
Mehdi Kalhor ◽  
Sima Samiei ◽  
S. Ahmad Mirshokraei

A novel series of N-benzimidazol-2-yl-α-aryl nitrones 3a–j is synthesized via one-pot condensation/oxidation of 2-aminobenzimidazole, an aromatic aldehyde and m-CPBA as an effective oxidant using Mn(NO3)2·6H2O as an efficient catalyst.


2019 ◽  
Vol 43 (3-4) ◽  
pp. 86-89
Author(s):  
Mohammad Reza Salari ◽  
Mohammad H Mosslemin ◽  
Alireza Hassanabadi

A three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with benzo[1,3]dioxol-5-ol and an arylglyoxal in the presence of catalytic amounts of 1,4-diaza-bicyclo[2.2.2]octane in refluxing water gave a series of seven trans-(4-chlorophenyl)-7-aryl-6,7-dihydro[1,3]dioxolo[4,5- f][1]benzofuran-6-yl)methanones in excellent yield and in a short time.


2020 ◽  
Vol 2 (2) ◽  
pp. 145-151
Author(s):  
Lisha Wu ◽  
◽  
Shiqiang Yan ◽  
Yinta Li ◽  
◽  
...  

To develop a new method for the synthesis of bicyclic ortho-aminocarbonitrile derivatives. Reaction of aromatic aldehydes, cycloketones and malononitrile with catalytic amount of 3-(dimethylamino)- 1-propylamine (DMAPA) in ethanol via Knoevenagel-Michael cascades. The bicyclic ortho-aminocarbonitrile derivatives were obtained with good to excellent yields along with short reaction times. The universality, excellent yields, mild reaction and easy collection through simple filtration indicate the preparation of orthoaminocarbonitriles derivatives is an efficient and suitable protocol, which use one-pot multicomponent reaction of aromatic aldehyde, cycloketone, and 2 equiv. of malononitrile under the catalytic amount of DMAPA in ethanol.


2019 ◽  
Author(s):  
Chem Int

Bis-(4-hydroxycoumarin)methanes derivatives (1-9) were synthesized via one pot condensation reaction of various aromatic aldehyde and 4-hydroxycoumarin using zinc acetate as a catalyst in presence of water as a solvent. This mediated reaction of various aromatic and hetero-aromatic aldehydes using catalytic amounts of zinc acetate avoids the use of expensive, corrosive reagents, toxic solvents and provides operational simplicity.


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