4276-60-2Relevant articles and documents
Synthesis of Aryl Sulfides by Metal-Free Arylation of Thiols with Diaryliodonium Salts under Basic Conditions**
Kalek, Marcin,Rajkiewicz, Adam A.,Sarkar, Sudeep,Wojciechowska, Natalia
, (2022/02/07)
Metal-free arylation of thiols with diaryliodonium salts has been developed. The application of a strong organic base enables the C?S bond formation under mild and experimentally simple conditions. The method allows for the synthesis of aryl sulfides containing a broad range of aryl groups from an array of thiols, including aryl, heteroaryl, and alkyl ones. The mechanism of the reaction was studied by DFT calculations, demonstrating that it proceeds via the inner sphere pathway involving formation of an Ar2I(SR) intermediate, followed by reductive elimination.
Lewis acid / Base-free Strategy for the Synthesis of 2-Arylthio and Selenyl Benzothiazole / Thiazole and Imidazole
Balakishan, Guniganti,Kumaraswamy, Gullapalli,Narayanarao, Vykunthapu,Shankaraiah, Pagilla
, p. 17 - 23 (2021/03/24)
A Cu(II)-catalyzed Csp2-Se and Csp2-Sulfur bond formation was achieved with moderate to good yields without the aid of Lewis acid and base. The reaction is compatible with a wide range of heterocycles such as benzothiazole, thiazole, and imidazole. Also, this typical protocol is found to be active in thio-selenation via S-H activation. Additionally, we proposed a plausible mechanistic pathway involving Cu(III) putative intermediate.
Selective C-H chalcogenation of thiazoles: Via thiazol-2-yl-phosphonium salts
Zi, You,Wagner, Konrad,Sch?mberg, Fritz,Vilotijevic, Ivan
, p. 5183 - 5191 (2020/07/23)
Thiazoles and benzothiazoles undergo regioselective C2-H chalcogenation via the sequence of thiazole C2-functionalization with phosphines to produce phosphonium salts which in turn react with S- and Se-centered nucleophiles to give products of C2-H chalco