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Vol 60, No 12 (2024)
Articles
Electrochemical carboxylation with CO2
Abstract
Carbon dioxide (CO2) is a widespread, inexpensive, renewable source of C1 carbon and the main component of greenhouse gases, so studies on its efficient conversion into useful products, corresponding to the principles of sustainable development, have received considerable attention in recent years. Electrochemical organic synthesis, as an environmentally friendly, mild and selective synthetic method, is considered an ideal approach to the CO2 utilization and its use as a reagent. This review summarizes recent advances in the field of electrocarboxylation involving CO2 as a precursor in reactions of various types, which reveal the great potential of these transformations in the synthesis of “green” organics, with special attention paid to processes at the late-stage of functionalization of complex molecules, promising in pharmaceutical chemistry.
1167-1194
Substituted ureas and their analogues containing framework fragments. I. 1-(4-hydroxyadamanthane-1-yl)-3-(fluo, chlorophenyl)ureas
Abstract
This work begins a new series of articles devoted to di-, tri- and tetra-substituted urea derivatives and is a continuation of research [1] on modification of the framework fragment in molecules of adamantyl-containing ureas. By the reaction of 1-(4-oxoadamant-1-yl)-3-(halophenyl)ureas with sodium borohydride, a series of 1,3-disubstituted ureas containing a 4-hydroxyadamantan-1-yl radical in their structure was synthesized, with a yield of target products of 55–87%. The synthesized ureas are potential metabolites and promising inhibitors of soluble human epoxide hydrolase (sEH).
1195-1203
Reaction of substituted chalcone with guanidine in the presence of hydrogen peroxide
Abstract
This work reports the synthesis of a new compound 3 as a result of the reaction (2E)-1-(4-bromophenyl)-3-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]prop-2-en-1-one with guanidine in the presence of hydrogen peroxide. The structure of the resulting product was confirmed by NMR spectroscopy and X-ray diffraction. A probable reaction mechanism is presented.
1204-1208
Method of synthesis of 4-substituted 3-nitrophenyl carbonyls from benzyl alcohols
Abstract
A method has been developed for the production of 4-substituted-3-nitrophenyl carbonyl s based on the tandem oxidation and nitration process of benzyl alcohols. The proposed method is single-reactor and makes it possible to obtain target compounds with good yield, under mild conditions, using stable commercially available starting substances.
1209-1215
Synthesis of bis{2-[3(4)-(2,5- dihydro-2,5-dioxo-1H-pyrrol-1-ethyl}hexane-1,6-carbonyloxy]dihydrocarbamates
Abstract
By the interaction of bis-(2-chloroethyl)hexane-1,6-diyldicarbamate with potassium salts of m- and p-aminobenzoic acids, new bis{2-[3(4)-aminophenylcarbonyloxy]ethyl} were obtained hexane-1.6-diyldicarbamates. It was found that they react with maleic anhydride in a molar ratio of 1 : 2 to form the corresponding bis-maleamides, by cyclization of which bis were obtained in an acidic medium-[2-(3(4)-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenylcarbonyloxy)ethyl]hexane-1,6-diyldicarbamates. The physical and spectral properties of synthesized bismaleinimides have been studied.
1216-1221
Synthesis and oxidative transformations of 5,7-bis(4-methoxyphenil)-1,2,3,4,4a,5-hexahydro-13H-benzimidazo[2,1-j]-quinoline
Abstract
1,5-Diketone, obtained by the reaction of 4,4′-dimethoxychalcone with cyclohexanone, interacts with o-phenylenediamine to give 5,7-bis(4-methoxyphenyl)-1,2,3,4,4,4a,5-hexahydro-13H-benzimidazo[2,1-j]quinoline. Oxidation and oxidative coupling reactions with some primary amines and benzoylacetonitrile have been studied, resulting in the formation of heterocyclic p-quinonoid compounds.
1222-1228