Diastereoselective Synthesis of Functionalised Trans-Tetrahydrobenzofuran-4-Ones in an Aqueous Medium by using DABCO as an Efficient Catalyst

2017 ◽  
Vol 41 (11) ◽  
pp. 657-660 ◽  
Author(s):  
Mohammad Reza Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi
Keyword(s):  
Aqueous Medium ◽  
High Purity ◽  
Reaction Times ◽  
Diastereoselective Synthesis ◽  
Efficient Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Pyridinium Bromide ◽  
Work Up

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.

scholarly journals Synthesis of functionalized trans-2,3-disubstituted-hexahydrobenzofurans in an aqueous medium using triethanolamine as catalyst

2019 ◽  
Vol 43 (1-2) ◽  
pp. 39-42
Author(s):  
Ali Abutalebi ◽  
Mohammad H Mosslemin ◽  
Razieh Mohebat
Keyword(s):  
Aqueous Medium ◽  
Aromatic Aldehyde ◽  
High Purity ◽  
Reaction Times ◽  
Efficient Synthesis ◽  
One Pot ◽  
Work Up

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.

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
Keyword(s):  
Aqueous Medium ◽  
Aromatic Aldehyde ◽  
Reaction Times ◽  
Efficient Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Excellent Yield ◽  
One Pot Condensation

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.

An Efficient One-Pot Method for a Highly Stereoselective Base-Catalysed Synthesis of Novel Trans-Spirocyclopropane-Indanedione Derivatives

2017 ◽  
Vol 41 (10) ◽  
pp. 611-613 ◽  
Author(s):  
Azadeh Havasian ◽  
Mohammad H. Mosslemin ◽  
Mohammad R. Nateghi ◽  
Forough Kalantari-Fotooh
Keyword(s):  
High Purity ◽  
Reaction Times ◽  
Efficient Synthesis ◽  
One Pot ◽  
Work Up ◽  
High Stereoselectivity

A one-pot, efficient, synthesis of six novel trans-spirocyclopropane-indanedione derivatives with high stereoselectivity has been achieved via the reaction of acetopyridinium chloride with 1,3-indandione and an araldehyde in the presence of triethylamine in acetonitrile under reflux conditions. The attractive features of the method are excellent yields and high purity, short reaction times, and easy work-up.

scholarly journals Leucine: green and efficient catalyst for the synthesis of 4H-chromenes

2017 ◽  
Vol 10 (9) ◽  
pp. 3197-3202 ◽  
Author(s):  
Davood Azarifar ◽  
Younes Abbasi ◽  
Omolbanin Badalkhani
Keyword(s):  
Amino Acid ◽  
Condensation Reaction ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Efficient Catalyst ◽  
Naturally Occurring ◽  
The One ◽  
High Yields ◽  
Work Up

Leucine, a naturally occurring α-amino acid, has been found as an effective catalyst to effect the one-pot three-component condensation reaction between aromatic aldehydes, malononitrile and 5,5-dimethyl-1,3-cyclohexanedione (dimedone). Various 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile derivatives are conveniently prepared by these reactions in excellent yields. High yields, short reaction times, simple work-up, use of green and naturally occurring catalyst and solvent are the main merits of the present protocol. 

scholarly journals An Efficient Synthesis of 1,8-Dioxo-Octahydroxanthenes Derivatives Using Heterogeneous Ce-ZSM-11 Zeolite Catalyst

2018 ◽  
Vol 13 (3) ◽  
pp. 436 ◽  
Author(s):  
Rameshwar R. Magar ◽  
Ganesh T. Pawar ◽  
Sachin P. Gadekar ◽  
Machhindra Karbhari Lande
Keyword(s):  
Zeolite Catalyst ◽  
Bet Surface Area ◽  
High Yield ◽  
Efficient Synthesis ◽  
X Ray Diffraction ◽  
One Pot ◽  
Efficient Catalyst ◽  
Temperature Programmed ◽  
The One ◽  
Work Up

The Ce-ZSM-11 zeolite has been used as an efficient catalyst for the one pot synthesis of 1,8-dioxo-octahydroxanthene derivatives from aromatic aldehyde and 5,5-dimethyl-cyclohexane-1,3-dione under reflux condition. The catalyst was characterized by Powder X-ray diffraction (XRD), Scanning Electron Microscopy (SEM), Energy Dispersive Spectroscopy (EDS), Fourier Transform Infrared Spectroscopy (FTIR), Brunauer-Emmer-Teller (BET) surface area analysis, and Temperature Programmed Desorption (TPD) techniques. This method provides several advantageous such as use of inexpensive catalyst, simple work-up procedure, high yield of desired product and reusability of catalyst. Copyright © 2018 BCREC Group. All rights reservedReceived: 5th January 2018; Revised: 25th May 2018; Accepted: 27th May 2018How to Cite: Magar, R.R., Pawar, G.T., Gadekar, S.P., Lande, M.K. (2018). An Efficient Synthesis of  1,8-Dioxo-Octahydroxanthenes Derivatives Using Heterogeneous Ce-ZSM-11 Zeolite Catalyst. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (3): 436-446 (doi:10.9767/bcrec.13.3.2062.436-446)Permalink/DOI: https://doi.org/10.9767/bcrec.13.3.2062.436-446 

scholarly journals Diastereoselective Synthesis of some pyrrolidin-2-ones azasugars and study of their stereochemistry

2019 ◽  
Vol 8 (1) ◽  
pp. 42-52 ◽  
Author(s):  
Chahrazed Benhaoua ◽  
Mustapha Rahmouni ◽  
Hadj Benhaoua
Keyword(s):  
Reaction Times ◽  
Diastereoselective Synthesis ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Cyanide Group ◽  
Iminium Ions ◽  
In Situ Generation ◽  
Work Up ◽  
Reaction Profile

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.

An Efficient Microwave-Assisted Propylphosphonic Anhydride (T3P®)-Mediated One-Pot Chromone Synthesis via Enaminones

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1087-1091 ◽  
Author(s):  
Manoranjan Behera ◽  
C. Balakrishna ◽  
Venu Kandula ◽  
Ramakrishna Gudipati ◽  
Satyanarayana Yennam ◽  
...  
Keyword(s):  
Microwave Heating ◽  
High Purity ◽  
Reaction Times ◽  
Efficient Synthesis ◽  
One Pot ◽  
First Report ◽  
Enamino Ketones ◽  
Microwave Assisted

An efficient synthesis of 4H-chromene-4-ones via enamino ketones, with cyclization by using T3P® under microwave heating is described. This is the first report for the synthesis of chromones by using T3P®. Significant features of this method include short reaction times and high-purity products.

DABCO as an Efficient Catalyst for the Diastereoselective Synthesis of trans-(4-chlorophenyl)-7-aryl-6,7-dihydro-[1,3]dioxolo[4,5-f]benzofuran-6-yl) Methanone in an Aqueous Medium

2017 ◽  
Vol 41 (1) ◽  
pp. 60-63 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi
Keyword(s):  
Aqueous Medium ◽  
Aromatic Aldehyde ◽  
Diastereoselective Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Excellent Yield ◽  
One Pot Condensation ◽  
Short Time

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.

Rapid and Green One-Pot Synthesis of Novel 2-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-diones

2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour
Keyword(s):  
Aromatic Amines ◽  
Low Cost ◽  
Guanidine Hydrochloride ◽  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields ◽  
Work Up

: 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.

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