The chemistry of 4-(dicyanomethylene)-3-methyl-l-phenyl-2-pyrazoline-5- ones as a privileged scaffold in synthesis of heterocycles

2020 ◽  
Vol 17 ◽  
Author(s):  
Mohsen A.-M. Gomaa ◽  
Huda A. Ali
Keyword(s):  
Building Block ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Reaction Conditions ◽  
Azacrown Ethers ◽  
Wide Range ◽  
Privileged Scaffold ◽  
Number Of Publications ◽  
Near Future

Background : The reactivity of 4-(dicyanomethylene)-3-methyl-l-phenyl-2-pyrazoline-5-one DCNP 1 and its derivatives makes it valuable as a building block for the synthesis of heterocyclic compounds like pyrazolo-imidazoles, - thiazoles, spiropyridines, spiropyrroles, spiropyrans and others. As a number of publications have reported on the reactivity of DCNP and its derivatives, we compiled some features of this interesting molecule. Objective: This article aims to review the preparation of DCNP, its reactivity and application in heterocyclic and dyes synthesis. Conclusion: In this review we have provided an overview of recent progress in the chemistry of DCNP and its significance in synthesis of various classes of heterocyclic compounds and dyes. The unique reactivity of DCNP offers unprecedentedly mild reaction conditions for the generation of versatile cynomethylene dyes from a wide range of precursors including amines, α-aminocarboxylic acids, their esters, phenols, malononitriles and azacrown ethers. We anticipate that more innovative transformations involving DCNP will continue to emerge in the near future.

Recent Progress in the Synthesis of Quinolines

2019 ◽  
Vol 16 (5) ◽  
pp. 671-708 ◽  
Author(s):  
Duc Dau Xuan
Keyword(s):  
Reaction Mechanisms ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Natural Product Synthesis ◽  
Important Class ◽  
The Past ◽  
New Methods ◽  
Substituted Quinolines ◽  
Wide Range ◽  
Near Future

Background: Quinoline-containing compounds present in both natural and synthetic products are an important class of heterocyclic compounds. Many of the substituted quinolines have been used in various areas including medicine as drugs. Compounds with quinoline skeleton possess a wide range of bioactivities such as antimalarial, anti-bacterial, anthelmintic, anticonvulsant, antiviral, anti-inflammatory, and analgesic activity. Due to such a wide range of applicability, the synthesis of quinoline derivatives has attracted a lot of attention of chemists to develop effective methods. Many known methods have been expanded and improved. Furthermore, various new methods for quinoline synthesis have been established. This review will focus on considerable studies on the synthesis of quinolines date which back to 2014. Objective: In this review, we discussed recent achievements on the synthesis of quinoline compounds. Some classical methods have been modified and improved, while other new methods have been developed. A vast variety of catalysts were used for these transformations. In some studies, quinoline synthesis reaction mechanisms were also displayed. Conclusion: Many methods for the synthesis of substituted quinoline rings have been developed recently. Over the past five years, the majority of those reported have been based on cycloisomerization and cyclization processes. Undoubtedly, more imaginative approaches to quinoline synthesis will appear in the literature in the near future. The application of known methods to natural product synthesis is probably the next challenge in the field.

Recent Developments on the Synthesis of Biologically Significant bis/tris(indolyl)methanes under Various Reaction Conditions: A Review

2020 ◽  
Vol 24 (6) ◽  
pp. 583-621
Author(s):  
Arvind Singh ◽  
Gurpreet Kaur ◽  
Bubun Banerjee
Keyword(s):  
Ionic Liquids ◽  
Bioactive Compounds ◽  
Building Block ◽  
Heterogeneous Catalysts ◽  
Metal Catalysts ◽  
Reaction Conditions ◽  
Naturally Occurring ◽  
Wide Range ◽  
Anti Cancer ◽  
Recent Developments

Bis(indolyl)methane skeleton is the main building block of many naturally occurring bioactive compounds. Bis(indolyl)methanes are found to possess a wide range of pharmaceuitical efficacies. These important scaffolds are being used as anti-cancer, antioxidant, anti-bacterial, anti-inflammatory, and anti-proliferative agents. In this review, we summarized the latest developments on the synthesis of various bis/tris(indolyl)methane derivatives from the reactions of two equivalents of indoles and one equivalent of aldehydes or indole-3-carbaldehydes under various reaction conditions. More than hundred different catalysts were employed for these transformations which include various metal catalysts, ionic liquids, organocatalysts, surfactants, homogeneous, heterogeneous catalysts etc.

Recent Progress in the Synthesis of Benzo[b]thiophene

2020 ◽  
Vol 24 (19) ◽  
pp. 2256-2271
Author(s):  
Dau Xuan Duc
Keyword(s):  
Organic Semiconductors ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Medicinal Chemistry ◽  
Building Blocks ◽  
Intensive Research ◽  
Wide Range ◽  
Thiophene Derivatives ◽  
Anti Hiv ◽  
Aromatic Heterocyclic

: Benzo[b]thiophenes are aromatic heterocyclic compounds containing benzene and thiophene rings. This class of heterocycles is present in a large number of natural and non-natural compounds. Benzo[b]thiophene derivatives have a broad range of applications in medicinal chemistry such as antimicrobial, anticancer, antioxidant, anti-HIV and antiinflammatory activities. The use of benzo[b]thiophene derivatives in other fields has also been reported. Various benzo[b]thiophenes compounds have been employed as organic photoelectric materials, while several benzo[b]thiophenes have been used as organic semiconductors. Benzo[b]thiophenes have also been used as building blocks or intermediates for the synthesis of pharmaceutically important molecules. : Due to such a wide range of applicability, the synthesis of benzo[b]thiophene derivatives has attracted intensive research. Numerous mild and efficient approaches for the synthesis of benzo[b]thiophenes have been developed over the years. Different catalysts and substrates have been applied for benzo[b]thiophene synthesis. This review will focus on the studies in the construction of benzo[b]thiophene skeleton, which date back from 2012.

scholarly journals Ferrocenyl Substituted Pyrazoles, Synthesis via novel route, Spectral Investigations and Their Biological Studies

2019 ◽  
Vol 35 (2) ◽  
pp. 863-869
Author(s):  
Manoj Kumar ◽  
Shashi Sharma ◽  
Hardeep Singh Tuli ◽  
Vinit Parkash
Keyword(s):  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Biological Properties ◽  
Reaction Conditions ◽  
Phenyl Hydrazine ◽  
Individual Product ◽  
Biological Studies ◽  
Wide Range ◽  
Three Stages ◽  
Substituted Pyrazoles

Ferrocenyl substituted heterocyclic compounds have wide range of medicinal approach. The synthesis of ferrocenyl substituted pyrazole is the new concern in these compounds with enhanced biological activities. This work focus on synthesis of ferrocenyl substituted pyrazoles via novel route. The synthesis of 1-phenyl-3-ferrocenyl-pyrazole was investigated involving Friedel Crafts Acylation like reaction conditions. The reaction proceeded through three stages using addition cyclo-condensation of acetyl ferrocene with phenyl hydrazine followed by cyclization using cyclizing reagent iodine in presence of NaHCO3. Individual product separated out having excellent yield (83%). Ferrocenyl substituted pyrazoles were characterized by spectroscopic methods (1H NMR, IR, GC-MS) and their biological properties have been screened.

Recent Progress in the Synthesis of Isoxazoles

2021 ◽  
Vol 25 ◽  
Author(s):  
Dau Xuan Duc ◽  
Vo Cong Dung
Keyword(s):  
High Temperature ◽  
Nitrogen Atom ◽  
Oxygen Atom ◽  
Organic Synthesis ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Membered Ring ◽  
Wide Range ◽  
Anticonvulsant Activities ◽  
Isoxazole Derivatives

: Isoxazole derivatives are aromatic five-membered ring heterocyclic compounds with one oxygen atom and one nitrogen atom at adjacent positions. These compounds have a broad spectrum of applications in medicinal chemistry, such as antimicrobial, anticancer, antitumor, antitubercular, analgesic, anti-inflammatory, antidepressant, and anticonvulsant activities and some of them are well-known drugs for the treatment of various diseases in the market. The use of this class of compounds in agriculture as herbicides, insecticides have been widely reported. In organic materials, these compounds have been applied as semiconductors, single-walled nanotubes, liquid crystals, chiral ligands, scaffolds for peptidomimetics, dyes, and high-temperature lubricants. Isoxazole derivatives also play an important role in organic synthesis because they can be converted into several important synthetic units such as β-hydroxy ketones, γ-amino alcohols, α,β-unsaturated oximes, β-hydroxy nitriles, α-hydroxy-β-diketones, and β-dicarbonyl compounds. Due to such a wide range of applicability, the synthesis of isoxazole derivatives has attracted intensive research from chemists. This review will focus on considerable studies on the synthesis of isoxazoles which date back from 2012.

Recent Progress in the Synthesis of Pyrroles

2020 ◽  
Vol 24 (6) ◽  
pp. 622-657
Author(s):  
Duc Dau Xuan
Keyword(s):  
Biological Activity ◽  
Organic Semiconductors ◽  
Broad Spectrum ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Biological Activities ◽  
Antibacterial Activities ◽  
Synthetic Methods ◽  
Pyrrole Derivatives ◽  
Wide Range

: Pyrrole derivatives are nitrogen-containing heterocyclic compounds and widely distributed in a large number of natural and non-natural compounds. These compounds possess a broad spectrum of biological activities such as anti-infammatory, antiviral, antitumor, antifungal, and antibacterial activities. Besides their biological activity, pyrrole derivatives have also been applied in various areas such as dyes, conducting polymers, organic semiconductors. : Due to such a wide range of applicability, access to this class of compounds has attracted intensive research interest. Various established synthetic methods such as Paal-Knorr, Huisgen, and Hantzsch have been modified and improved. In addition, numerous novel methods for pyrrole synthesis have been discovered. This review will focus on considerable studies on the synthesis of pyrroles, which date back from 2014.

Heterocycle Compounds with Antimicrobial Activity

2020 ◽  
Vol 26 (8) ◽  
pp. 867-904 ◽  
Author(s):  
Maria Fesatidou ◽  
Anthi Petrou ◽  
Geronikaki Athina
Keyword(s):  
Heterocyclic Compounds ◽  
Bacterial Infections ◽  
Scientific Community ◽  
Antimicrobial Agents ◽  
Fungal Infections ◽  
Biological Activities ◽  
Literature Survey ◽  
New Findings ◽  
Wide Range ◽  
Number Of Microorganisms

Background: Bacterial infections are a growing problem worldwide causing morbidity and mortality mainly in developing countries. Moreover, the increased number of microorganisms, developing multiple resistances to known drugs, due to abuse of antibiotics, is another serious problem. This problem becomes more serious for immunocompromised patients and those who are often disposed to opportunistic fungal infections. Objective: The objective of this manuscript is to give an overview of new findings in the field of antimicrobial agents among five-membered heterocyclic compounds. These heterocyclic compounds especially five-membered attracted the interest of the scientific community not only for their occurrence in nature but also due to their wide range of biological activities. Method: To reach our goal, a literature survey that covers the last decade was performed. Results: As a result, recent data on the biological activity of thiazole, thiazolidinone, benzothiazole and thiadiazole derivatives are mentioned. Conclusion: It should be mentioned that despite the progress in the development of new antimicrobial agents, there is still room for new findings. Thus, research still continues.

A Brief Review on the Development of Novel Potentially Active Azetidin-2-ones Against Cancer

2020 ◽  
Vol 24 (5) ◽  
pp. 473-486 ◽  
Author(s):  
Ligia S. da Silveira Pinto ◽  
Thatyana R. Alves Vasconcelos ◽  
Claudia Regina B. Gomes ◽  
Marcus Vinícius N. de Souza
Keyword(s):  
Side Effects ◽  
Anticancer Agents ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Present Review ◽  
Pharmacological Properties ◽  
Important Group ◽  
Wide Range ◽  
Anti Inflammatory

Azetidin-2-ones (β-lactams) and its derivatives are an important group of heterocyclic compounds that exhibit a wide range of pharmacological properties such as antibacterial, anticancer, anti-diabetic, anti-inflammatory and anticonvulsant. Efforts have been made over the years to develop novel congeners with superior biological activities and minimal potential for undesirable side effects. The present review aimed to highlight some recent discoveries (2013-2019) on the development of novel azetidin-2-one-based compounds as potential anticancer agents.

p-Sulfonic acid calix[n]arene catalyzed synthesis of bioactive heterocycles: A review

2020 ◽  
Vol 24 ◽  
Author(s):  
Bubun Banerjee ◽  
Gurpreet Kaur ◽  
Navdeep Kaur
Keyword(s):  
Supramolecular Chemistry ◽  
Sulfonic Acid ◽  
Catalytic Efficiency ◽  
The Other ◽  
Reaction Conditions ◽  
Metal Free ◽  
Bioactive Scaffolds ◽  
Wide Range ◽  
Efficient Alternative ◽  
Bioactive Heterocycles

: Metal-free organocatalysts are becoming an important tool for the sustainable developments of various bioactive heterocycles. On the other hand, during last two decades, calix[n]arenes have been gaining considerable attention due to their wide range of applicability in the field of supramolecular chemistry. Recently, sulfonic acid functionalized calix[n] arenes are being employed as an efficient alternative catalyst for the synthesis of various bioactive scaffolds. In this review we have summarized the catalytic efficiency of p-sulfonic acid calix[n]arenes for the synthesis of diverse biologically promising scaffolds under various reaction conditions. There is no such review available in the literature showing the catalytic applicability of p-sulfonic acid calix[n]arenes. Therefore, we strongly believe that this review will surely attract those researchers who are interested about this fascinating organocatalyst.

A Comprehensive Review on C-3 Functionalization of β-Lactams

2019 ◽  
Vol 16 (1) ◽  
pp. 3-16 ◽  
Author(s):  
Reshma Nagpal ◽  
Jitender Bhalla ◽  
Shamsher S. Bari
Keyword(s):  
Scientific Community ◽  
Organometallic Reagent ◽  
Reaction Conditions ◽  
Biological Potential ◽  
Wide Range ◽  
Economic Strategies ◽  
Synthetic Utility ◽  
Recent Advancement ◽  
Equivalent Method ◽  
Made In

Background:A lot of advancement has been made in the area of β-lactams in recent times. Most of the research is targeted towards the synthesis of novel β-lactams, their functionalization and exploring their biological potential. The C-3 functionalization of β-lactams has continued to attract considerable interest of the scientific community due to their utility as versatile intermediates in organic synthesis and their therapeutic applications. This has led to the significant increase in efforts towards developing efficient and economic strategies for C-3 functionalized β-lactams.Objective:The present review aims to highlight recent advancement made in C-3 functionalization of β-lactams.Conclusion:To summarize, functionalization of β-lactams at C-3 is an essential aspect of β-lactam chemistry in order to improve/modify its synthetic utility as well as biological potential. The C-3 carbocation equivalent method has emerged as an important and convenient strategy for C-3 functionalization of β-lactam heterocycles which provides a wide range of β-lactams viz. 3-alkylated β-lactams, 3-aryl/heteroarylated β-lactams, 3- alkoxylated β-lactams. On the other hand, base mediated functionalization of β-lactams via carbanion intermediate is another useful approach but their scope is limited by the requirement of stringent reaction conditions. In addition to this, organometallic reagent mediated α-alkylation of 3-halo/3-keto-β-lactams also emerged as interesting methods for the synthesis of functionalized β-lactams having good yields and diastereoselectivities.

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