“…8 New methods and procedures were developed to synthesize organic sulfides. For this purpose, metal-catalyzed reactions, [9][10][11] Sandmeyer and Leuckart reactions, 12,13 coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide, 14 photocatalytically initiated thiol-ene reaction, 15 free radical displacement on alkynes, 16 regioselective conjugate addition of thiols to acyclic α,β,γ,δ-unsaturated dienones, 17 in situ nucleophilic substitution of aryl bromides with potassium iodomethyltrifluoroborates, 18 displacement reaction of halogens by sulfur, 19 Stevens rearrangement of thioethers with arynes, 20 and synthesis of thiiranes via reaction of epoxides with thiourea in DES 21 were proposed by researchers. Alkylation of thiols or their salts is a well-developed method for the preparation of thioether derivatives.…”
Multicomponent reaction of malononitrile, carbon disulphide and various benzyl halides was developed as an efficient strategy for the synthesis of 2-(bis(benzylthio)methylene)malononitrile derivatives via two different procedures: (a) in the presence of K 2 CO 3 as a base in acetonitrile and (b) under solvent-free conditions in the presence of triethylamine. Higher yields with shorter reaction times were obtained from the latter procedure. Inhibitory activity of all derivatives was evaluated against 22 pathogenic bacteria including both Gram-negative and Gram-positive strains. Thioether 4b showed broad-spectrum antibacterial activities according to the antibiogram tests. DFT calculations (B3LYP/6-311++G**) were performed to determine the type of drug-receptor interactions. It was found that reversible dipole-dipole forces play a key role in most interactions.
“…8 New methods and procedures were developed to synthesize organic sulfides. For this purpose, metal-catalyzed reactions, [9][10][11] Sandmeyer and Leuckart reactions, 12,13 coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide, 14 photocatalytically initiated thiol-ene reaction, 15 free radical displacement on alkynes, 16 regioselective conjugate addition of thiols to acyclic α,β,γ,δ-unsaturated dienones, 17 in situ nucleophilic substitution of aryl bromides with potassium iodomethyltrifluoroborates, 18 displacement reaction of halogens by sulfur, 19 Stevens rearrangement of thioethers with arynes, 20 and synthesis of thiiranes via reaction of epoxides with thiourea in DES 21 were proposed by researchers. Alkylation of thiols or their salts is a well-developed method for the preparation of thioether derivatives.…”
Multicomponent reaction of malononitrile, carbon disulphide and various benzyl halides was developed as an efficient strategy for the synthesis of 2-(bis(benzylthio)methylene)malononitrile derivatives via two different procedures: (a) in the presence of K 2 CO 3 as a base in acetonitrile and (b) under solvent-free conditions in the presence of triethylamine. Higher yields with shorter reaction times were obtained from the latter procedure. Inhibitory activity of all derivatives was evaluated against 22 pathogenic bacteria including both Gram-negative and Gram-positive strains. Thioether 4b showed broad-spectrum antibacterial activities according to the antibiogram tests. DFT calculations (B3LYP/6-311++G**) were performed to determine the type of drug-receptor interactions. It was found that reversible dipole-dipole forces play a key role in most interactions.
Diaryl sulfides are a highly valuable class of sulfur‐containing compounds presented in numerous drugs with a broad range of therapeutic activities and are also employed as precursors to other higher oxidation state sulfur‐containing compounds with important bioactivities. Thus, the development of efficient approaches for C−S bond formation is essential in synthetic and medicinal chemistry. Many efforts have been made in constructing C−S bonds via various protocols. This review highlights the current strategies emphasizing metal‐catalyzed reactions (MRC), metal‐free approaches, photocatalysis reactions, and MCR's from 2012 onwards.
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