Recent trends in incorporation of CO2 into organosulfur compounds via C-S bond cleavage.

Desulfurative functionalization of organosulfur compounds to form various carbon-carbon and carbon-heteroatom bonds has become established as a powerful tool in organic chemistry. In this context, desulfurative carboxylation of this class of compounds using carbon dioxide (CO2) as a sustainable and renewable source of carboxyl has recently been developed as an efficient option for the synthesis of carboxylic acid derivatives. The aim of this Focus Review is to summarize the major progress in this appealing research field with particular emphasis on the mechanistic features of the reactions. Literature has been surveyed until the end of February 2024, according to the data collected using SciFinder and Google Scholar engines.

In vitro and in vivo evaluation of the antimicrobial, antioxidant, cytotoxic, hemolytic activities and in silico POM/DFT/DNA-binding and pharmacokinetic analyses of new sulfonamide bearing thiazolidin-4-ones.

In this work, Schiff bases and Thiazolidin-4-ones, were synthesized using Sonication and Microwave techniques, respectively. The Schiff base derivatives (3a-b) were synthesized via the reaction of Sulfathiazole (1) with benzaldehyde derivatives (2a-b), followed by the synthesis of 4-thiazoledinone (4a-b) derivatives by cyclizing the synthesized Schiff bases through thioglycholic acid. All the synthesized compounds were characterized by spectroscopic techniques such as FT IR, NMR and HRMS. The synthesized compounds were tested for their in vitro antimicrobial and antioxidant and in vivo cytotoxicity and hemolysis ability. The synthesized compounds displayed better antimicrobial and antioxidant activity and low toxicity in comparison to reference drugs and negative controls, respectively. The hemolysis test revealed the compounds exhibit lower hemolytic effects and hemolytic values are comparatively low and the safety of compounds is in comparison with standard drugs. Theoretical calculations were carried out by using the molecular operating environment (MOE) and Gaussian computing software and observations were in good agreement with the in vitro and in vivo biological activities. Petra/Osiris/Molinspiration (POM) results indicate the presence of three combined antibacterial, antiviral and antitumor pharmacophore sites. The molecular docking revealed the significant binding affinities and non-bonding interactions between the compounds and Erwinia Chrysanthemi (PDB ID: 1SHK). The molecular dynamics simulation under in silico physiological conditions revealed a stable conformation and binding pattern in a stimulating environment. HighlightsNew series of Thaiazolidin-4-one derivatives have been synthesized.Sonication and microwave techniques are used.Antimicrobial, Antioxidant, cytotoxicity, and hemolysis activities were observed for all synthesized compounds.Molecular Docking and DFT/POM analyses have been predicted.Communicated by Ramaswamy H. Sarma.

Green preparation of new pyrimidine triazole derivatives via one-pot multicomponent reactions of guanidine.

In this research the goal was to produce novel pyrimidine triazole compounds in high yields using triethylamin as an efficient catalyst. These new compounds were synthesized by using multicomponent reaction of aldehydes, guanidine, electron deficient acetylenic compounds, tert-butyl isocyanide and hydrazonoyle chloride in aqueous media. Due to the presence of an NH group, which was assessed using two different methodologies, newly synthesized pyrimidine triazoles have antioxidant properties. Additionally, the antibacterial activity of newly created pyrimidine triazoles was assessed using the disk distribution method with two different types of Gram-positive bacteria and Gram-negative bacteria, demonstrating that the use of these compounds prevented the growth of bacteria. Applied to the preparation of pyrimidine triazole derivatives, this method has short reaction times, high product yields, and the ability to separate catalyst and product using simple procedures.

Recent progress in reductive carboxylation of C-O bonds with CO2.

Transformation of carbon dioxide (CO2) into value-added organic compounds has attracted increasing interest of scientific community in the last few decades, not only because CO2 is the primary greenhouse gas that drives global climate change and ocean acidification, but also because it has been regarded as a plentiful, nontoxic, nonflammable and renewable one-carbon (C1) feedstock. Among the various CO2-conversion processes, carboxylation reactions represent one of the most beautiful and attractive research topics in the field, since it offers the possibility for the construction of synthetically and biologically important carboxylic acids from various easily accessible (pseudo)halides, organosilicon, and organoboron compounds. The purpose of this review is to summarize the available literature on deoxygenative carboxylation of alcohols and their derivatives utilizing CO2 as a carboxylative reagent. Depending on the C-O compounds employed, the paper is divided into five major sections. The direct dehydroxylative carboxylation of free alcohols is discussed first. This is followed by reductive carboxylation of carboxylates, triflates, and tosylates. In the final section, the only reported example on catalytic carboxylation of fluorosulfates will be covered. Notably, special attention has been paid on the mechanistic aspects of the reactions that may provide new insights into catalyst improvement and development, which currently mainly relies on the use of transition metal catalysts.

Reductive coupling of nitro compounds with boronic acid derivatives: an overview.

The purpose of this review is to summarize the current literature on reductive C-N coupling of nitro compounds and boronic acids, with special emphasis on the mechanistic features of the reactions. The metal-catalyzed reactions are discussed first. This is followed by electro-synthesis and organophosphorus-catalyzed reactions. Finally, the available examples of catalyst-free reactions will be covered at the end of this review.

A synergistic investigation of azo-thiazole derivatives incorporating thiazole moieties: a comprehensive exploration of their synthesis, characterization, computational insights, solvatochromism, and multimodal biological activity assessment.

In the present study, a novel series of azo-thiazole derivatives (3a-c) containing a thiazole moiety was successfully synthesized. The structure of these derivatives was examined by spectroscopic techniques, including 1H NMR, 13C NMR, FT-IR, and HRMS. Further, the novel synthesized compounds were evaluated for their in vitro biological activities, such as antibacterial and anti-inflammatory activities, and an in silico study was performed. The antibacterial results demonstrated that compounds 3a and 3c (MIC = 10 µg mL-1) have a notable potency against Staphylococcus aureus compared to azithromycin (MIC = 40 µg mL-1). Alternatively, compound 3b displayed a four-fold higher potency (24 recovery days, 1.83 mg day-1) than Hamazine (28 recovery days, 4.14 mg day-1) in promoting burn wound healing, and it also exhibited a comparable inhibitory activity against screened bacterial pathogens compared to the reference drug. Docking on 1KZN, considering the excellent impact of compounds on the crystal structure of E. coli1KZN, a 24 kDa domain, in complex with clorobiocin, indicated the close binding of compounds 3a-c with the active site of the 1KZN protein, which is consistent with their observed biological activity. Additionally, we conducted molecular dynamics simulations on the docked complexes of compounds 3a-c with 1KZN retrieved from the PDB to assess their stability and molecular interactions. Furthermore, we assessed their electrochemical characteristics via DFT calculations. Employing PASS and pkCSM platforms, we gained insights into controlling the bioactivity and physicochemical features of these compounds, highlighting their potential as new active agents.

Aryl fluorosulfates: powerful and versatile partners in cross-coupling reactions.

Aryl fluorosulfates are versatile building blocks in organic synthesis and have gained increasing attention in SuFEx (Sulfur Fluoride Exchange) click chemistry. They are easily and conveniently prepared from phenols using sulfuryl fluoride SO2F2 as a low-cost sulfonyl fluoride provider. Recently, they served as less toxic and more atom economical alternatives to triflates in an impressive number of carbon-carbon and carbon-heteroatom cross-coupling reactions. In this review, we summarize the current advances and developments in applying aryl fluorosulfates as electrophilic partners in cross-coupling reactions.