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.

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.

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.

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.

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.

scholarly journals One-Pot Synthesis of α-Substituted Acrylates

SynOpen ◽  
2018 ◽  
Vol 02 (02) ◽  
pp. 0161-0167
Author(s):  
Magdalini Matziari ◽  
Yixin Xie
Keyword(s):  
Amino Acids ◽  
Reaction Times ◽  
Synthetic Method ◽  
One Pot ◽  
Biologically Relevant ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Acrylic Esters ◽  
Natural Amino Acids ◽  
Work Up

A simple and efficient synthetic method towards α-substituted acrylic esters has been developed using the Horner–Wadsworth–Emmons (HWE) reaction with HCHO after alkylation of phosphonoacetates in a one-pot reaction. This method allows the smooth introduction of various side-chains, such as natural amino acids and other biologically relevant substituents. The use of mild conditions, inexpensive reagents, short reaction times and simple work-up and purification steps provides an effective and general alternative to cumbersome multistep and low-yielding procedures described to date.

1,3-Dibromo-5,5-dimethylhydantoin as a useful reagent for efficient synthesis of 3,4-dihydropyrimidin-2-(1H)-ones under solvent-free conditions

2009 ◽  
Vol 63 (1) ◽  
Author(s):  
Mohammad Abdollahi-Alibeik ◽  
Zahra Zaghaghi
Keyword(s):  
Microwave Irradiation ◽  
Ethyl Acetoacetate ◽  
Biginelli Reaction ◽  
Reaction Times ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
One Pot ◽  
Aliphatic Aldehydes ◽  
Solvent Free Conditions ◽  
High Yields

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).

Nanofibre Sepiolite Catalyzed Green and Rapid Synthesis of 2-Amino-4H-chromene Derivatives

2018 ◽  
Vol 71 (1) ◽  
pp. 32 ◽  
Author(s):  
Arezou Mohammadinezhad ◽  
Batool Akhlaghinia
Keyword(s):  
Column Chromatography ◽  
Present Method ◽  
Simple Procedure ◽  
Reaction Times ◽  
Significant Decline ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Rapid Synthesis ◽  
One Pot ◽  
Highly Efficient

Nanofibre sepiolite catalyzed the rapid, clean, and highly efficient synthesis of 2-amino-4H-chromene derivatives by a one-pot, three-component condensation of a series of aldehydes, various enolizable C–H bonds (such as dimedone, α-naphthol, resorcinol, and 4-hydroxy-2H-chromen-2-one), and malononitrile in a mixture of water/ethanol. The present method offers several advantages such as high to excellent yields, short reaction times, mild reaction conditions, simple procedure, use of inexpensive, non-toxic, and naturally available catalyst, easy isolation of the products, and no need for column chromatography. The catalyst could be easily separated from the reaction mixture and can be reused for many consecutive trials without a significant decline in its reactivity.

Tributylhexadecylphosphonium bromide: an efficient reagent system for the one-pot synthesis of 2,4,5-trisubstituted imidazoles

2015 ◽  
Vol 21 (2) ◽  
Author(s):  
Mohammad Heidari ◽  
Mohsen Rezaei ◽  
Rashid Badri
Keyword(s):  
Cost Effectiveness ◽  
Aromatic Aldehyde ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Efficient Reagent

AbstractThe reaction of benzil, an aromatic aldehyde, and ammonium acetate in ethanol at reflux in the presence of tributylhexadecylphosphonium bromide as catalyst affords a 2,4,5-trisubstituted imidazole. The present methodology offers several advantages over the literature methods, including excellent yields, shorter reaction times, environmentally benign milder reaction conditions, cost-effectiveness of catalyst, easy workup, and purification of products by nonchromatographic methods.

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. 

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