scholarly journals A Simple and Efficient Synthesis of Highly Substituted Indeno[1,2-b]pyrrole and Acenaphtho[1,2-b]pyrrole Derivatives by Tandem Three-Component Reactions

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3031 ◽  
Author(s):  
Xiaodong Tang ◽  
Songlei Zhu ◽  
Ying Ma ◽  
Ren Wen ◽  
Lanqi Cen ◽  
...  
Keyword(s):  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Dicarbonyl Compounds ◽  
Pyrrole Derivatives ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

A green, convenient and tandem procedure for the efficient synthesis of highly substituted indeno[1,2-b]pyrrole and acenaphtho[1,2-b]pyrrole derivatives by domino three-component reaction of tryptamine/benzylamine, 1,3-dicarbonyl compounds and ninhydrin/ acenaphthenequinone is described. The significant features of this procedure were characterized by mild reaction conditions, high yields, operational simplicity and it being environmentally benign.

scholarly journals Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction

2019 ◽  
Vol 15 ◽  
pp. 874-880
Author(s):  
Razieh Navari ◽  
Saeed Balalaie ◽  
Saber Mehrparvar ◽  
Fatemeh Darvish ◽  
Frank Rominger ◽  
...  
Keyword(s):  
Room Temperature ◽  
High Selectivity ◽  
Domino Reaction ◽  
Primary Amines ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
Efficient Approach ◽  
Three Component Reaction ◽  
High Yields

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

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.

Efficient synthesis of a novel series of indeno-fused pyrido[2,3-d]pyrimidines using a deep eutectic solvent system comprised of choline chloride/urea

2017 ◽  
Vol 41 (7) ◽  
pp. 430-433
Author(s):  
Mohammad Hakimi Roknabadi ◽  
Mohammad Hossein Mosslemin ◽  
Razieh Mohebat
Keyword(s):  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Environmentally Friendly ◽  
Solvent System ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Three Component Reaction ◽  
High Yields

A series of 13 aryl indeno[2′,1′:5,6]pyrido[2,3- d]pyrimidine-2,4,6-(3 H,5 H,11 H)-triones, eight of which are new, were synthesised regioselectively in high yields by a three-component reaction of 1,3-indanedione, an araldehyde and 6-aminopyrimidin-2,4(1 H,3 H)-dione in the presence of a deep eutectic solvent comprised of choline chloride/urea (1:2) as the catalyst. The reaction conditions were mild and did not require additional catalysts. Given the inexpensive, nontoxic and recyclable nature of the deep eutectic solvent, these reaction conditions are simple to carry out and environmentally friendly.

Hydrotalcite Clay+[TBA][OH] Ionic Liquid Combination for Selective Dihydroquinazolines

2019 ◽  
Vol 6 (1) ◽  
pp. 44-51
Author(s):  
Vivek Srivastava
Keyword(s):  
Ionic Liquid ◽  
Catalytic System ◽  
Ammonium Acetate ◽  
Reaction Pathway ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Green Catalyst ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

Background: We are submitting an easy, effective and environmentally benign protocol for the synthesis of 18 different 1,2-dihydroquinazoline derivatives. Methods: We implemented [TMA][OH] ionic liquid mediated hydrotalcite clay catalytic system as a green catalyst to perform this reaction. Results: Three-component reaction pathway was utilized to synthesize 1,2-dihydroquinazoline derivatives using aromatic aldehydes, 2-amino benzophenones, and ammonium acetate with green and recyclable ionic liquid mediated hydrotalcite clay catalytic system. Conclusion: The notable highlights of this method comprise short reaction time, operational simplicity, high yields, and high selectivity. Additionally, the catalyst can be recovered and recycled for up to eight cycles without any loss in catalytic activity.

Two Efficient One-Pot Approaches for Regioselective Synthesis of New 3-Arylpyridazino[4,3-c]quinolin-5(6H)-ones

2015 ◽  
Vol 68 (10) ◽  
pp. 1529 ◽  
Author(s):  
Mehdi Rimaz
Keyword(s):  
Hydrazine Hydrate ◽  
Regioselective Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Arylglyoxal Monohydrates ◽  
Operational Simplicity

Two efficient regioselective approaches for the one-pot synthesis of 3-arylpyridazino[4,3-c]quinolin-5(6H)-one derivatives are reported, by the three-component reaction of arylglyoxal monohydrates, quinoline-2,4-diol, and hydrazinium dihydrochloride or hydrazine hydrate in ethanol and pyridine. In ethanol, the reactions were catalyzed by 1,4-diazobicyclo[2,2,2]octane. The features of both procedures are high regioselectivity, mild reaction conditions, good to high yields, and operational simplicity.

scholarly journals An Efficient Synthesis of Thiazolo and Thiadiazolo Quinoxaline Derivatives in Ionic Liquid

2012 ◽  
Vol 9 (2) ◽  
pp. 893-898 ◽  
Author(s):  
B. Prasanna ◽  
B. Srinivas ◽  
Y. Jagannadham ◽  
Sumangala Rao
Keyword(s):  
Ionic Liquid ◽  
Spectral Analysis ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Mass Spectral Analysis ◽  
Mass Spectral ◽  
Quinoxaline Derivatives ◽  
High Yields ◽  
Anti Fungal

A series of 3-substitutedphenyl-1-thia-tetrazopentaleno[1,2-b] naphthalene4(a-d)and 2-substitutedphenyl-1-thia-pentazopentaleno[1,2-b] naphthalene5(a-d)were synthesizedvia., the reaction of 2-aminothiazoles2(a-d)and 2-aminothiadiazoles3(a-d)with 2,3-dichloro quinoxaline1in ionic liquid without using any catalyst. This protocol has the advantages of easier workup, milder reaction conditions, high yields, and environmentally benign procedure over traditional methods. The synthesized compounds4(a-d)and5(a-d)tested for their anti-fungal activity and these compounds were characterized by IR, NMR and Mass spectral analysis.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

scholarly journals Zn(L-proline)2: An efficient and reusable organocatalyst for the synthesis of polyfunctionally substituted pyrans and 2-amino-4-aryl-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives

2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Short Reaction Time ◽  
Biologically Relevant ◽  
Three Component Reaction ◽  
High Yields ◽  
Organometallic Catalyst ◽  
Work Up

Efficient synthesis of non-annulated 2-amino-4H-pyrans and 2-amino-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives, which are biologically relevant heterocycles is achieved, utilizing a domino three-component reaction of ethyl acetoacetate or kojic acid with aromatic aldehydes and malononitrile catalyzed by Zn(L-proline)2 as reusable organometallic catalyst. The process exhibits high atom economy, short reaction time, simple work up, high yields and environmentally friendly nature. Excellent yields of the targeted molecules have been obtained.

scholarly journals A Facile Synthesis of Polysubstituted Pyrroles by One-Pot Three-Component Reaction

2012 ◽  
Vol 9 (4) ◽  
pp. 2239-2244 ◽  
Author(s):  
Hossein Anaraki-Ardakani ◽  
Maziar Noei ◽  
Mina Karbalaei-Harofteh ◽  
Shahab Zomorodbakhsh
Keyword(s):  
Room Temperature ◽  
Facile Synthesis ◽  
One Pot ◽  
Pyrrole Derivatives ◽  
Dialkyl Acetylenedicarboxylates ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields ◽  
Neutral Conditions

A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by three-component reaction between dialkyl acetylenedicarboxylates, triphenylphosphine, 2-aminopyridin derivatives in the presence of arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.

A Copper(I)-Mediated Tandem Three-Component Synthesis of 5-Allyl-1,2,3-triazoles

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 744-754
Author(s):  
Yoona Song ◽  
Soyun Lee ◽  
Palash Dutta ◽  
Jae-Sang Ryu
Keyword(s):  
Room Temperature ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
High Yields

A copper(I)-mediated tandem three-component reaction using alkynes, azides, allyl iodides, CuI and NaNH2 is developed. The reactions proceed smoothly at room temperature to afford 5-allyl-1,2,3-triazoles, which can be further converted into 1,2,3-triazole-fused tricyclic scaffolds. This method features an efficient one-pot cascade route using commercial alkynes and affords the corresponding 5-allyl-1,2,3-triazoles with high yields and good selectivity under mild reaction conditions.

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