Recent advances in the synthesis of heterocycles and pharmaceuticals from the photo/electrochemical fixation of carbon dioxide

Ngo, Hoang Long; Mishra, Dinesh Kumar; Mishra, Vivek; Truong, Cong Chien

doi:10.1016/j.ces.2020.116142

Cited by 35 publications

(14 citation statements)

References 95 publications

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“…1–15 Although utilization of carbon dioxide as C1 feedstock is challenging in view of its thermodynamic and kinetic inertness, 16 research that deals with sustainable use of CO 2 in producing value-added chemicals is advancing at a rapid rate. 17–21 Of many important CO 2 transformation reactions, 22 cycloaddition of CO 2 with epoxides to form cyclic carbonates stands out to be a very attractive transformation process. 23–57 The process is 100% atom economic and the resulting cyclic carbonate products are commercially important chemicals which can be used as electrolytes in lithium-ion battery, 58 polar aprotic solvents, 59 functionalized building blocks for synthesizing valuable organic products, 60 monomers for polycarbonates 61 and isocyanate-free polyurethanes, 62 intermediates for pharmaceuticals and fine chemicals.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and application of oxovanadium(iv) complexes with [NNO] donor ligands: X-ray structures of their corresponding dioxovanadium(v) complexes

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and application of oxovanadium(iv) complexes with [NNO] donor ligands: X-ray structures of their corresponding dioxovanadium(v) complexes

et al. 2022

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“…The electrochemical synthesis of 9a – k from the dibromo series 8a – k in a constant current of CO 2 follows the protocol illustrated in Scheme . An extensive literature survey and our previous work helped us establish the optimum conditions (selecting the electrode material, supporting electrolyte, temperature, pressure, and suitable solvent) to set up the experiment. − Several factors play a significant role in product selectivity and better yield, for instance, the reaction was conducted with n -butanol, n -pentanol, and acetonitrile as solvent, as acetonitrile is a stronger proton donor that produced better yield in the process. Tetrapropyl ammonium bromide (TPAB), tetrapropyl ammonium chloride (TPAC), and trabutylammonium tetrafluoroborate (TBABF 4 ) as an ionic solvent were tested, and TPAC in combination with acetonitrile exhibited higher efficiency.…”

Section: Results and Discussionmentioning

confidence: 99%

Highly Efficient Electrocarboxylation Method to Synthesize Novel Acid Derivatives of 1,4-Dihydropyridines and to Study Their Antimicrobial Activity

et al. 2022

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1,4-Dihydropyridines (1,4-DHPs) hold a top-notch position in the pharmaceutical world due to a broader spectrum of applications, whereas the carboxylic moiety has been an integral part of the physiological world, effective food preservatives, and antimicrobial agents. Seeking the enormous potential and applications of these two classes, we worked to combine these to synthesize 2,2′-[3,5-bis(ethoxycarbonyl)-4-phenyl-1,4-dihydropyridine-2,6-diyl]diacetic acid the novel dicarboxylic derivatives of 1,4-DHP ( 9a – k ) achieved via the electro-carboxylation of tetrasubstituted-1,4-dihydropyridines ( 8a – k ) derivatives using Mg–Pt electrodes in an undivided cell. The targeted compounds were established by 1 H, 13 C NMR, IR, and ESI-MS. Further, the synthesized compounds show excellent resistance against various microbes and the activity increased 2–3 folds after the introduction of acid groups. Compound 9b (against E. coli , S. aureus , B. subtilis , A. niger , and P. glabrum ), 9d (against E. coli , K. pneumonia , S. aureus , A. janus , and F. oxysporum) , 9f (against E. coli and P. fluorescens ), and 9k (against F. oxysporum and P. glabrum) were found to be highly active at 4 μg/mL with reference to standard amoxicillin and fluconazole. Further, the present synthetic protocol would open new gates for other researchers to develop new molecules by bioisosteres of these substrates.

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“…Heterocycles are ubiquitous cores in natural products, bioactive molecules, functional materials, and therapeutic leads [ 1 , 2 , 3 , 4 ]. Chemists are becoming increasingly focused on developing efficient synthetic approaches for heterocyclic frameworks, where minimizing the number of synthetic steps, maximizing synthesis efficiency, and reducing side reactions are important evaluation criteria [ 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 ]. Among various synthetic strategies, dipolar cyclization reactions have become one of the most favored methods for the construction of functionalized heterocyclic compounds [ 16 , 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Recent Progress in Heterocycle Synthesis: Cyclization Reaction with Pyridinium and Quinolinium 1,4-Zwitterions

et al. 2023

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Heteroarene 1, n-zwitterions are powerful and versatile building blocks in the construction of heterocycles and have received increasing attention in recent years. In particular, pyridinium and quinolinium 1,4-zwitterions have been widely studied and used in a variety of cyclization reactions due to their air stability, ease of use, and high efficiency. Sulfur- and nitrogen-based pyridinium and quinolinium 1,4-zwitterions, types of emerging heteroatom-containing synthons, have attracted much attention from chemists. These 1,4-zwitterions, which contain multiple reaction sites, have been successfully used in the synthesis of three- to eight-membered cyclic compounds over the last decade. In this review, we present the exciting progress made in the field of cyclization reactions of sulfur- and nitrogen-based pyridinium and quinolinium 1,4-zwitterions. Moreover, the mechanistic insights, the transition states, some synthetic applications, and the challenges and opportunities are also discussed. We hope to provide an overview for synthetic chemists who are interested in the heterocycle synthesis from cyclization reaction with pyridinium and quinolinium 1,4-zwitterions pyridinium and quinolinium 1,4-zwitterions.

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Recent advances in the synthesis of heterocycles and pharmaceuticals from the photo/electrochemical fixation of carbon dioxide

Cited by 35 publications

References 95 publications

Synthesis, characterization and application of oxovanadium(iv) complexes with [NNO] donor ligands: X-ray structures of their corresponding dioxovanadium(v) complexes

Synthesis, characterization and application of oxovanadium(iv) complexes with [NNO] donor ligands: X-ray structures of their corresponding dioxovanadium(v) complexes

Highly Efficient Electrocarboxylation Method to Synthesize Novel Acid Derivatives of 1,4-Dihydropyridines and to Study Their Antimicrobial Activity

Recent Progress in Heterocycle Synthesis: Cyclization Reaction with Pyridinium and Quinolinium 1,4-Zwitterions

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