1433200-90-8Relevant articles and documents
Synthesis of 2-(Arylselanyl)benzo[ b[chalcogenophenes via Intramolecular Cyclization of Vinyl Selenides
Stach, Guilherme,Peglow, Thiago J.,Roehrs, Juliano A.,Penteado, Filipe,Barcellos, Thiago,Jacob, Raquel G.,Lenarda?, Eder J.,Perin, Gelson
, p. 578 - 586 (2019)
An efficient protocol to access 2-arylselanylbenzo[ b[chalcogenophene derivatives through the Cu(I)-catalyzed annulation of vinyl selenides is described. The key vinyl selenides were easily prepared from properly functionalized 1,1-dibromostyrenes and the
UVA Light-promoted Catalyst-free Cyclization of Vinyl Selenides: Green and Efficient Synthesis of C3-Unsubstituted 2-Selanyl Benzochalcogenophenes
Perin, Gelson,Peglow, Thiago J.,Penteado, Filipe,Nobre, Patrick C.,Silva, Krigor B.,Stach, Guilherme,Barcellos, Thiago,Lenard?o, Eder J.,Roehrs, Juliano A.
, (2022/03/19)
A metal- and catalyst-free photo-promoted cyclization of properly substituted vinyl selenides was developed using UVA irradiation. A total of eighteen new C3-unsubstituted 2-selanyl benzochalcogenophenes (benzofurans, benzothiophenes and benzoselenophenes) were prepared in 30–86% yield after irradiation with UVA at room temperature. The usefulness of the title compounds was demonstrated in the easy functionalization of the remaining free C?H bond of the benzochalcogenophenes to form new C?Se and C?Br bonds by simple procedures. Furthermore, the reaction can be performed under natural sunlight irradiation and the solvent is easily reused further in several subsequent runs.
A convenient and efficient copper-catalyzed synthesis of unsymmetrical and symmetrical diaryl chalcogenides from arylboronic acids in ethanol at room temperature
Kumar, Amit,Kumar, Sangit
, p. 1763 - 1772 (2014/03/21)
A simple and convenient approach for the synthesis of unsymmetrical diaryl chalcogenides (Te, Se, and S) has been developed by copper-catalyzed cross-coupling reaction of organoboronic acid with diaryl dichalcogenide in ethanol using NaBH4 in air or oxygen. The present methodology is highly practical for the synthesis of unsymmetrical diaryl tellurides with various functionalities such as -NO2, -F, -Br, and -COOH that have been obtained in good to excellent yields. Methodology is also effective for the synthesis of unsymmetrical diaryl selenides and sulfides. Moreover, symmetrical diaryl selenides have also been obtained from arylboronic acids using elemental selenium powder under optimized reaction conditions. The use of NaBH 4 is the key for the development of milder reaction conditions, which enable the construction of unsymmetrical diaryl chalcogenides from boronic acid substrates in ethanol at room temperature.
Copper-catalyzed C-Se coupling of diphenyl diselenide with arylboronic acids at room temperature
Zheng, Bo,Gong, Ying,Xu, Hua-Jian
, p. 5342 - 5347 (2013/06/27)
An efficient synthetic protocol for the Cu-catalyzed cross-coupling of diphenyl diselenide and arylboronic acid at room temperature was described. This catalytic system could tolerate a variety of arylboronic acids with only 3 mol % amount of CuSO4 as the catalyst and inexpensive 1,10-phen. H 2O as the ligand. Moreover, this catalytic system used environment-friendly EtOH as the solvent and catalytic amount of Na 2CO3 (20 mol %) as the base in the air.
Synthesis of 2-selenyl(sulfenyl)benzofurans via Cu-catalyzed tandem reactions of 2-(gem-dibromovinyl)phenols with diorganyl diselenides(disulfides)
Liu, Jie,Chen, Wei,Wang, Lei
, p. 4723 - 4730 (2013/04/24)
An efficient synthesis of 2-selenyl(sulfenyl)benzofurans has been accomplished through a copper(i)-catalyzed tandem reaction of 2-(gem-dibromovinyl)phenols with diorganyl diselenides and disulfides in the presence of CuI/Mg/t-BuOLi in DMSO. Using this protocol, a variety of 2-selenyl(sulfenyl)benzofuran derivatives were obtained in good yields.
