Green Synthesis of 4-aryl-3,4-Dihydrochromeno[3,4-e][1,3]Oxazine-2,5-Dione in Aqueous Media by Condensation of 4-Hydroxycoumarin with Aromatic Aldehydes and Methyl Carbamate

2017 ◽  
Vol 41 (3) ◽  
pp. 136-138 ◽  
Author(s):  
Sabereh Bougan ◽  
Alireza Hassanabadi
Keyword(s):  
Green Chemistry ◽  
Organic Solvent ◽  
Green Synthesis ◽  
Aqueous Media ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
One Pot ◽  
Three Component Reaction ◽  
High Yields

A green and efficient synthesis of the title compounds has been achieved in a one-pot, three-component reaction of 4-hydroxycoumarin and aromatic aldehydes with methyl carbamate catalysed by p-toluenesulfonic acid in aqueous media to afford 4-aryl-3,4-dihydrochromeno[3,4-e][1,3]oxazine-2,5-diones in excellent yields. The salient features of this protocol are: short reaction times, high yields and absence of any hazardous organic solvent. Consequently, this procedure could be classified as green chemistry.

Potassium phthalimide-catalysed one-pot multi-component reaction for efficient synthesis of amino-benzochromenes in aqueous media

2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani
Keyword(s):  
Organic Solvent ◽  
Aqueous Media ◽  
Ethyl Cyanoacetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.

scholarly journals Three-Component One-Pot Condensation of 2-Hydroxy-1,4-Naphthoquinone with Aromatic Aldehydes and Methyl Carbamate: Synthesis of 4-aryl-3,4-Dihydronaphtho[3,4-e][1,3]Oxazine-2,5,10-Trione in Aqueous Media

2018 ◽  
Vol 42 (6) ◽  
pp. 291-293
Author(s):  
Nooshin Ghaffari-Nia ◽  
Alireza Hassanabadi
Keyword(s):  
Green Chemistry ◽  
Organic Solvent ◽  
Efficient Method ◽  
Aqueous Media ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
One Pot Condensation ◽  
Oxazine Ring ◽  
High Yields

A green and efficient method for oxazine ring formation is established using the reaction of 2-hydroxy-1,4-naphthoquinone and aromatic aldehydes with methyl carbamate catalysed by p-toluenesulfonic acid in aqueous media to afford 4-aryl-3,4-dihydronaphtho[3,4- e][1,3] oxazine-2,5,10-triones in excellent yields. The salient features of this protocol are short reaction times and high yields while avoiding any hazardous organic solvent. Therefore, this procedure could be classified as green chemistry.

scholarly journals Green synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones

2017 ◽  
Vol 41 (5) ◽  
pp. 271-274 ◽  
Author(s):  
Maryam Salari ◽  
Alireza Hassanabadi ◽  
Mohammad H. Mosslemin
Keyword(s):  
Reaction Time ◽  
Organic Solvent ◽  
Green Synthesis ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
One Pot ◽  
Short Reaction Time ◽  
Excellent Yield ◽  
One Pot Condensation ◽  
High Yields

A green and efficient synthesis of trans-2-(4-chlorobenzoyl)-5-hydroxy-3-(aryl)-2,3-dihydrobenzofuran-4,7-diones has been achieved in excellent yield via a three-component one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2,5-dihydroxy-1,4-benzoquinone and aromatic aldehydes in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The salient features of this protocol are the short reaction time, the high yields and it does not involve any hazardous organic solvent.

scholarly journals Efficient Synthesis of 1-Amidoalkyl-2-Naphthols by One-Pot, Three-Component Reaction under Solvent-Free Conditions

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Zahed Karimi-Jaberi ◽  
Marziyeh Jokar ◽  
S. Zoleykha Abbasi
Keyword(s):  
Trichloroacetic Acid ◽  
Reaction Times ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
One Pot Condensation ◽  
High Yields ◽  
Free Media

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.

Synthesis of a series of novel 2,3-dihydrofuranonaphthoquinone derivatives

2017 ◽  
Vol 41 (8) ◽  
pp. 448-451 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi
Keyword(s):  
Reaction Time ◽  
Green Chemistry ◽  
Organic Solvent ◽  
Aromatic Aldehyde ◽  
Efficient Synthesis ◽  
One Pot ◽  
Short Reaction Time ◽  
Highly Efficient ◽  
One Pot Condensation ◽  
High Yields

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.

One-pot and Three-Component Synthesis of α-Benzylamino Pyrones

2017 ◽  
Vol 41 (1) ◽  
pp. 42-44 ◽  
Author(s):  
Jilla Sanchooli ◽  
Alireza Hassanabadi
Keyword(s):  
Oxalic Acid ◽  
Aqueous Media ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Secondary Amines ◽  
Reaction Conditions ◽  
One Pot ◽  
Aerobic Conditions ◽  
Salient Features ◽  
High Yields

The synthesis of α-benzylamino pyrones is described involving the reaction of 4-hydroxy-6-methyl-2 H-pyran-2-one with aromatic aldehydes and secondary amines in the presence of oxalic acid and in aqueous media. The salient features of this protocol are aerobic conditions, short reaction times, milder reaction conditions without additives and high yields.

scholarly journals Efficient Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones using Ionic Liquid Pyrazinium Di(hydrogen sulfate) {Py(HSO4)2} as a Novel, Green and Homogeneous Catalyst

2017 ◽  
Vol 56 (4) ◽  
Author(s):  
Abdolkarim Zare ◽  
Roghayyeh Khanivar ◽  
Marzieh Hatami ◽  
Mohammad Mokhlesi ◽  
Mohammad Ali Zolfigol ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Homogeneous Catalyst ◽  
Hydrogen Sulfate ◽  
Efficient Synthesis ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
The One ◽  
High Yields

An efficient and simple solvent-free procedure for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[<em>a</em>]-xanthen-11-one derivatives <em>via</em> the one-pot multi-component condensation of dimedone with aromatic aldehydes and β-naphthol in the presence of protic acidic ionic liquid pyrazinium di(hydrogen sulfate) {Py(HSO<sub>4</sub>)<sub>2</sub>} as a green and homogeneous catalyst is described. All reactions proceed efficiently, and the title compounds are produced in high yields and in short reaction times.

Microwave-Assisted and L-proline Catalysed Domino Cyclisation in an Aqueous Medium: A Rapid, Highly Efficient and Green Synthesis of Benzo[a]Phenazine Annulated Heterocycles

2016 ◽  
Vol 40 (12) ◽  
pp. 722-726 ◽  
Author(s):  
Afshin Yazdani-Elah-Abadi ◽  
Razieh Mohebat ◽  
Mehrnoosh Kangani
Keyword(s):  
Green Synthesis ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Heterocyclic Ring ◽  
One Pot ◽  
Microwave Assisted ◽  
Highly Efficient ◽  
High Yields ◽  
Work Up ◽  
Operational Simplicity

A highly efficient one-pot, two-step microwave-assisted procedure was applied for the rapid and green synthesis of benzo[a]phenazine annulated heterocyclic ring systems from the three- or four-component condensation reactions of 2-hydroxynaphthalene-1,4-dione, o-phenylenediamine, aromatic aldehydes and 1,3-indandione using L-proline as a bifunctional organocatalyst in water. This new procedure has a number of advantages such as high yields, very short reaction times, operational simplicity, simple work-up procedures and avoidance of hazardous or toxic catalysts and organic solvents. Moreover, the catalyst can be recovered and reused several times without much loss of its performance.

scholarly journals One-Pot and Three-Component Condensation of Kojic Acid with Aromatic Aldehydes and Methyl Carbamate: Synthesis of Pyrano-1,3-Oxazine Derivatives in Aqueous Media

2018 ◽  
Vol 42 (8) ◽  
pp. 416-418
Author(s):  
Morteza Miri ◽  
Alireza Hassanabadi
Keyword(s):  
Green Chemistry ◽  
Organic Solvent ◽  
Present Method ◽  
Kojic Acid ◽  
Aqueous Media ◽  
Aromatic Aldehydes ◽  
Ring Formation ◽  
One Pot ◽  
Oxazine Ring ◽  
Novel Method

A novel method for oxazine ring formation has been established using the reaction of kojic acid and aromatic aldehydes with methyl carbamate in the presence of p-toluenesulfonic acid in aqueous media to afford 4-aryl-6-hydroxymethyl-1,4-dihydropyrano[3,2-e][1,3] oxazine-2,8-diones in excellent yields. The present method does not involve any hazardous organic solvent. Therefore, this procedure could be classified as green chemistry.

scholarly journals Three-component reaction of β-keto esters, aromatic aldehydes and urea/thiourea promoted by caffeine, a green and natural, biodegradable catalyst for eco-safe Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones derivatives under solvent-free conditions

2018 ◽  
Vol 83 (6) ◽  
pp. 673-684 ◽  
Author(s):  
Farzaneh Mohamadpour ◽  
Mojtaba Lashkari
Keyword(s):  
Biginelli Reaction ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Solid Catalyst ◽  
One Pot ◽  
Keto Esters ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
High Yields

Caffeine was found to be a natural and green and biodegradable catalyst for the one-pot, three-component condensation Biginelli reaction of ?-keto esters, aromatic aldehydes and urea/thiourea to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones/thiones derivatives under solvent-free conditions. The remarkable features of this green procedure are high yields, short reaction times, simplicity of operation and work-up procedures, the availability and easy handling of this solid catalyst, avoidance of hazardous or toxic catalysts and organic solvents and economic availability of the catalyst.

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