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Current Organic Chemistry - Online First
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Theoretical Study of Methylaluminoxane Formation
Authors: Alexey N. Masliy, Ildar G. Akhmetov and Andrey M. KuznetsovAvailable online: 26 December 2024More LessThis work is devoted to the theoretical study of methylaluminoxanes formed by the interaction of trimethylaluminum with water. The main goal of this work is to identify the most likely molecular form of methylaluminoxane formed in the reaction mixture. Quantum chemical calculations were carried out within the framework of density functional theory, at the PBE0/def2-TZVP level. The work analyzes the thermodynamic parameters of the reactions of the formation of various structures of methylaluminoxanes. On the base of the obtained results, it was concluded that the most probable structure formed in the reaction mixture under real synthesis conditions should be considered Al2O(CH3)4.
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Structural Metamorphosis: Rearranging Camphor-based Systems
Available online: 07 November 2024More LessNatural compounds are pivotal sources for synthesizing a vast array of biologically active substances in chemistry. Camphor is one of these substances, and both enantiomers are readily obtainable and play significant roles in various synthetic and therapeutic applications. This mini-review provides information on a few synthetic routes for camphor production that have been documented over time. It presents several rearrangements that this chemical and its derivatives can undergo to showcase possible starting points for new compounds that may have biological activity.
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A Comprehensive Review on the Synthesis of Mangiferin Derivatives and their Multiple Biological Activities
Authors: Milendra Kumar Turkar, Rishika Sahu and Deepti JainAvailable online: 04 November 2024More LessMangiferin always draws the attention of traditional as well as modern medicinal chemists because of its ease of chemical derivatization and diverse biological activities, including anticancer, anti-inflammatory, neuroprotective, antidiabetic, analgesic, antimalarial, anticonvulsant, laxative, cardiotonic, hemopoietic, antioxidant, antimicrobial, antipsychotic, anticoagulant, and antihypertensive properties. This review focuses on a detailed and updated overview of the synthesis of mangiferin derivatives and their diverse biological activities, with examples from both patented and non-patented literature.
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Synthesis of Pyridines/Dihydropyridines via Hantzsch Reaction, Structure-activity Relationship and Interactions with Targets: A Review
Authors: Md Faizan, Rajnish Kumar, Avijit Mazumder, Salahuddin, Pankaj Kumar Tyagi and Bhupinder KapoorAvailable online: 29 October 2024More LessPyridines/Dihydropyridines is a basic 6-membered organic aza-heterocyclic compound that has garnered the attention of many researchers in recent times. These molecules have been reported with a diverse range of pharmacological activities like anti-coagulant, antileishmanial and anti-trypanosomal, antitubercular agents, anti-microbial, antioxidant, HIV-1 protease inhibitors, anti-cancer, cardiovascular disease, etc. This review article focuses on different protocols for the Hantzsch reaction using acid catalysts, metal catalysts, and no catalysts for the synthesis of pyridine derivatives. The structure-activity relationship in relation to other biological activities of various pyridine-containing drugs and their interaction with different targets (receptors) has also been highlighted to provide a good understanding to researchers for future research on pyridines.
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N-Chlorosuccinimide: A Versatile Reagent in Organic Synthesis
Authors: Aman Nimbhal and Ram SinghAvailable online: 29 October 2024More LessN-Chlorosuccinimide (NCS) is a five-membered N-containing heterocyclic molecule. This is a versatile reagent and is successfully employed for different types of reactions. Initially, this was employed for chlorination only but soon became an excellent reagent for many reactions, including halocyclizations, functional group transformations, formation of carbon-carbon bonds, etc. This review article covers representative applications of NCS for aliphatic and aromatic chlorination, chlorination of atoms other than carbon, oxidation, and other reactions.
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Synthesis, Characterization, and Molecular Docking of Novel Isatin-thiosemicarbazone containing 1,2,3-triazole Derivatives as Potential Anti-cancer Agents
Authors: Tamer El Malah, Hanaa Farag and Ahmed H. ShamroukhAvailable online: 28 October 2024More LessTo improve the activity of isatin-1,2,3-triazole hybrids as anticancer agents, new derivatives of isatin-thiosemicarbazone-1,2,3-triazoles 9-16 were designed and synthesized via the condensation of isatin-1,2,3-triazole hybrids 1-8 with thiosemicarbazide. Spectral and elemental analysis confirmed the structure of the prepared derivatives 9-16. Also, as anticancer agents, the latter derivatives were screened against three human cancerous cell lines: human lung fibroblast (WI38), colorectal carcinoma colon cancer (HCT-116), and mammary gland breast cancer (MCF-7). Doxorubicin, a standard control, was used to compare viable cell percentages and IC50 values. In general, derivatives 12 and 16 revealed a higher potency against the three human cancerous cell lines. Finally, the molecular descriptors of compounds 12 and 16 were correlated with their observed cytotoxicity.
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Comparative Study of Catalysis Strategies: Friedel-Crafts Alkylation Vs. Michael's Addition of Indoles to Nitroalkenes
Authors: Shraddha Subhash Pawar, Rana Chatterjee and Rambabu DandelaAvailable online: 28 October 2024More LessIndoles are critical in natural amalgamation for their flexible jobs in drugs, regular items, and material science, exhibiting huge pharmacological and compound reactivity. Due to their versatility and high reactivity, nitroalkenes are essential electrophilic partners in organic synthesis. While indoles and nitroalkenes are used in both Michael addition and Friedel-Crafts alkylation for producing carbon-carbon bonds, the catalyst types and reactions involved are different. Michael addition employs conjugate addition, whereas Friedel-Crafts alkylation employs electrophilic aromatic substitution. Each technique has a different level of selectivity and distinct synthetic applications. This review examines the advancements and persistent challenges in catalysis, focusing on the comparative methodologies of Friedel-Crafts alkylation and Michael addition involving indoles and nitroalkenes. Emphasizing green chemistry principles, it discusses the potential for sustainable and efficient synthetic processes through the use of innovative catalysts, including photocatalysis and biocatalysis. The integration of computational studies and interdisciplinary collaboration is essential for developing economically viable and environmentally responsible chemical synthesis, ultimately contributing to the creation of advanced materials and pharmaceuticals.
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Advancements in Primary Alcohol Oxidation Leading to Carboxylic Acids: A Detailed Review
Authors: Saumy Sharma and Subhash BanerjeeAvailable online: 25 October 2024More LessThis review article explores the direct oxidation of primary alcohols into carboxylic acids, highlighting its importance in organic synthesis for producing valuable chemicals in a sustainable and efficient manner. Carboxylic acids are widely employed in a wide range of applications, encompassing food preservatives, insecticides, dye intermediates, coatings, plasticizers, spices, flavors, scents, and a variety of industries such as polymers, solvents, and medications. This review article covers recent advancements in catalytic systems, including catalysts based on transition metals, organocatalysts, nanocatalysts, and electrochemical methods. It examines the impact of reaction conditions such as solvents, temperature, and substrate scope on these processes. The review also delves into mechanistic insights and recent developments in tandem and cascade reactions, aiming to provide a comprehensive understanding of current strategies and future research directions in this field.
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Advances in Molecular Photoswitches: From Azobenzenes to Azoquinolines
Authors: Nataliya M. Karaush-Karmazin and Jacek E. NyczAvailable online: 21 October 2024More LessMolecular photoswitches represent a dynamic and ever-growing research area based on the ability of molecules to convert (switch) between cis- (Z) and trans- (E) isomers. Azobenzenes are the most popular and widely employed Z-E photoswitchable molecules in the development of photoresponsive, multifunctional smart materials for various applications. The promising avenues in this field include molecular fine-tuning of azobenzene-based photoswitches and the creation of single or dual-functional probes.
This short overview highlights recent advances in the design of molecular photoswitches, particularly the molecular design strategies of azobenzene-based photoswitches with their structural and electronic features. Particular attention is paid to azoquinolines, which seem to be a promising alternative to azobenzenes in the design of novel multifunctional photoswitches with improved photochromic properties. Here, we have also developed the novel star-shaped multiazoquinoline photoswitch comprising individual azoquinoline-based photochromes connected to a central trisubstituted 1,3,5-triformylphloroglucinol core by quantum chemical calculations. This unique structure is favorable for independent Z-E isomerization of each azoquinoline-based photochrome within one macromolecule.
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Bispidine-based Ligands as Bifunctional Chelators for Radiopharmaceuticals
Authors: Rui Li, Yuting Yan, Xiyan Ren, Hongyu Li and Jianhui HuangAvailable online: 21 October 2024More LessNovel bispidine skeleton has been extensively designed as bifunctional chelators (BFCs) for their special stereochemical structure and variable dentate numbers. Bispidine-based ligands (BBLs) as BFCs generally integrate the benefits of conventional acyclic and macrocyclic BFCs, demonstrating exceptional radiolabeling kinetics, thermodynamic stability and kinetic inertness for their metal complexes. The accessible inherent spatial asymmetry in bispidine skeleton is well-suited for Jahn-Teller active metal ions, notably Cu(II). Currently, BBLs have already been studied to coordinate with radionuclides such as 52Mn, 64/67Cu, 68Ga, 111In, 133La, 177Lu, 212Pb, 212/213Bi, and 225Ac for radiopharmaceuticals application. Among them, the 64Cu, 52Mn, 111In, 177Lu, and 225Ac complexes with BBLs have particularly made significant research progress. In this review, we introduce the synthesis of BBLs and their applications in chelating the above five metallic radionuclides for the development of radiopharmaceuticals are discussed.
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Comparative Study on Catalysis Strategies: Friedel-Crafts Alkylation vs. Michael Addition of Indoles to Nitroalkenes
Authors: M.R. Aiswarya, Rana Chatterjee and Rambabu DandelaAvailable online: 21 October 2024More LessIndoles are critical in natural amalgamation for their flexible jobs in drugs, regular items, and material science, exhibiting huge pharmacological and compound reactivity. Due to their versatility and high reactivity, nitroalkenes are essential electrophilic partners in organic synthesis. While indoles and nitroalkenes are used in both Michael addition and Friedel-Crafts alkylation for producing carbon-carbon bonds, the catalyst types and reactions involved are different. Michael addition employs conjugate addition, whereas Friedel-Crafts alkylation employs electrophilic aromatic substitution. Each technique has a different level of selectivity and distinct synthetic applications. This review aims to examine the advancements and persistent challenges in catalysis, focusing on the comparative methodologies of Friedel-Crafts alkylation and Michael addition involving indoles and nitroalkenes. Emphasizing green chemistry principles, it discusses the potential for sustainable and efficient synthetic processes through the use of innovative catalysts, including photocatalysis and biocatalysis. The integration of computational studies and interdisciplinary collaboration is essential for developing economically viable and environmentally responsible chemical synthesis, ultimately contributing to the creation of advanced materials and pharmaceuticals.
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Carbohydrate Derived Value-added Products from Lignocelluloses
Authors: Jyoti, Alisha, Mangat Singh, Pooja Negi, Pratibha Dwivedi and Bhuwan B. MishraAvailable online: 04 October 2024More LessChemistry is confronted with the pressing issues of depleting non-renewable fossil resources and the imperative to combat environmental pollution, which is crucial for a sustainable future. Biomass stands out as the sole organic carbon source in nature among the array of sustainable resources available, positioning it as a prime substitute for fossil-derived chemicals and fuels. Extensive research has been conducted on the abundant lignocelluloses as a potential source for biofuels, bioenergy, and various valuable products, wherein, the incorporation of various processes in biomass fractionation to separate biopolymers (such as lignin, cellulose, and hemicellulose) has the potential to enhance the overall value of the process. However, industrial demonstration of biomass utilization for commercial products has been limited due to the challenges posed by the recalcitrance and complexity of biomass. Therefore, there is a need for efficient reaction processes to enable the production of bio-chemicals and fuels from renewable lignocellulose. This review focuses on the latest chemical methods developed for producing value-added chemicals from biomass-derived cellulose as a renewable feedstock.
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State-of-Art on the Synthesis of Heterocyclic Compounds Targeting SARS-CoV-2
Available online: 25 September 2024More LessThe Corona Virus Disease-19 (COVID-19) pandemic challenged the scientific community in the search for developing effective treatments, such as medicine and/or a vaccine candidate. The SARS-CoV-2 virus and its variants, Omega, Omicron, and Delta, remain as a major threat to human health, causing significant morbidity and mortality worldwide. Given that computational methods are thought to be quick, easy, and inexpensive, they have been widely used in this scenario to design new anti-COVID-19 drug candidates. In addition, heterocyclic scaffolds have been explored exhaustively for their biological properties and as fruitful sources of new molecular entities to fulfill the chemical space available.In light of this, we intend to highlight the synthetic techniques used to produce novel heterocyclic derivatives that may serve as effective anti-COVID-19 lead candidates by focusing on important viral proteins and using computational tools. Then, the objective of this article, with a theoretical nature, is to contribute to the delimitation of organic chemistry methods to achieve new anti-COVID-19 agents.
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