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  1. Domov
  2. Prehliadať podľa autora

Prehliadanie podľa Autor "Shalimov, Oleksandr O."

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    Mechanochemical synthesis of aromatic ketones: pyrylium tetrafluoroborate mediated deaminative arylation of amides
    (Royal Society of Chemistry : Cambridge, 2024) Mkrtchyan, Satenik; Shalimov, Oleksandr O.; Garcia, Michael G.; Zapletal, Jiří; Iaroshenko, Viktor O.
    A new method has been introduced that is able to tackle the complexities of N–C(O) activation in amide moieties through utilization of pyrylium tetrafluoroborate in a mechanochemical setting, where amide bonds undergo activation and subsequent conversion to biaryl ketones. Due to the employment of a mechanochemical setting, the reaction conforms to green chemistry principles, offering an environmentally friendly approach to traditional amide derivatization techniques that rely on transition metals to achieve further functionalization.
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    Mechanochemical trifluoromethoxylation of aryltrimethylammonium triflates, aryldiazonium tetrafluoroborates, and aryl pinacolboranes
    (Cell Press : Cambridge, 2024) Mkrtchyan, Satenik; Purohit, Vishal; Zapletal, Jiří; Shalimov, Oleksandr O.; Nociarová, Jela; Addová, Gabriela; Filo, Juraj; Garcia, Michael G.; Kupcová, Elena; Benická, Barbora; Iaroshenko, Viktor O.
    Aryl trifluoromethyl ethers (ArOCF3) are important structural motifs in pharmaceuticals, agrochemicals, and functional materials. However, the methods reported for the efficient synthesis of these scaffolds are extremely underdeveloped and limited. Here, we report a highly efficient mechanochemical approach for the selective transformation of aryltrimethylammonium triflates, aryldiazonium tetrafluoroborates, and aryl pinacolboranes to aryl trifluoromethyl ethers via in situ-generated OCF3 source using triphosgene and Co(II) fluoride (CoF2). The proposed synthetic protocol also shows potential for the selective transformation of other groups such as arylsulfonium and diaryliodonium functionalities. The present trifluoromethoxylation strategy exhibited a broad functional group tolerance and found to be superior over other existing protocols in terms of substrate scope, yields, operational simplicity, and reaction times.
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    Nanocellulose as a reaction media and stoichiometric reagent for FeCl3-mediated reductive functionalization of nitro compounds
    (The American Chemical Society : Washington, 2024) Mkrtchyan, Satenik; Purohit, Vishal; Zapletal, Jiří; Shalimov, Oleksandr O.; Iaroshenko, Viktor O.
    Among a wide array of synthetic amides, N-aryl/alkyl amides are an important class of structural motifs having significant importance in pharmaceutical and agrochemical industries. In this regard, a rapid, low-cost, and environmentally friendly synthesis of N-aryl/alkyl amides still remains in a high demand. Herein, we report a convenient route for the mechanochemical synthesis of N-aryl/alkyl amides via FeCl3-catalyzed reductive amidation of nitro compounds, as well as acylation of aliphatic/aromatic amines with carboxylic acids using nanocellulose as the reaction media/stoichiometric reducing agent. The protocol was found to be simple, efficient, and environmentally benign to obtain a diverse array of the respective amides with good to excellent yields. Furthermore, the use of nitro compounds, amines, and carboxylic acids as cheap and readily available starting materials, FeCl3 as a nontoxic catalyst, and nanocellulose as the biodegradable reaction media as well as the stoichiometric reducing agent makes this protocol in the category of a green chemical transformation.
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    One-step Ru-catalyzed conversion of phenolic OH groups to trifluoromethyl under mechanochemical conditions
    (Cell Press : Cambridge, 2024) Mkrtchyan, Satenik; Jakubczyk, Michał; Sarfaraz, Sehrish; Ayub, Khurshid; Purohit, Vishal; Shalimov, Oleksandr O.; Iaroshenko, Viktor O.
    Direct and selective transformation of the phenolic hydroxy group in a concise way without prior derivatization is relevant in many industrial processes, particularly late-stage modification of pharmaceuticals and for lignin-material treatment. The introduction of fluorine has a profound impact on the molecular properties of both small molecules and biopolymers. Herein, we report a Ru-catalyzed transformation of phenols into trifluoromethyl-arenes under mechanochemical conditions. The protocol accepts a wide scope of starting materials and allows for gram-scale synthesis in excellent yields. The developed approach may offer an important alternative to known methods in the context of PASE (pot, atom, and step economy) synthesis and, therefore, green chemistry.

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