Zinc-Mediated Synthesis of Diaryl Selenides from Diaryl Diselenides and Diaryliodonium Salts in Aqueous Media
作者:Barahman Movassagh、Azadeh Fazelia
DOI:10.1515/znb-2006-0213
日期:2006.2.1
Abstract
An efficient synthetic method has been developed for the preparation of symmetrical and unsymmetrical diaryl selenides through a one-pot reaction of diaryl diselenides and diaryliodonium salts in the presence of Zn/AlCl3 system in aqueous media.
Organylzinc Chalcogenolate Promoted Michael-Type Addition of α,β-Unsaturated Carbonyl Compounds
作者:Vanessa Lóren Nunes、Ingryd Cristina de Oliveira、Olga Soares do Rêgo Barros
DOI:10.1002/ejoc.201301497
日期:2014.3
chalcogenide compounds promoted by organylzinc chalcogenolates. In this protocol, reductive cleavage of diorganyl dichalcogenide bonds by the Zn/NH4OH system led to organylzinc chalcogenolates. The reaction was performed with propiolic acids and esters and afforded β-organochalcogenacrylic acids and esters under mild basic conditions. The stereochemistry corresponded to anti-Markovnikov addition of the organyl
Zinc-promoted umpolung thiolation of alkyl electrophiles with masked sulfur transfer reagents in the absence of nickel or copper catalysis is described. This protocol proceeds via a SET process of Zn to electrophilic sulfur reagent followed by insertion of Zn into disulfide and nucleophilic thiolation, providing straightforward access to a wide range of alkyl sulfides with broad substrate scope. A
描述了在没有镍或铜催化的情况下,使用掩蔽硫转移试剂对烷基亲电子试剂进行锌促进的还原硫醇化。该方案通过Zn 与亲电硫试剂的 SET 过程进行,然后将 Zn 插入二硫化物和亲核硫醇化,从而可以直接获得具有广泛底物范围的各种烷基硫醚。合成、分离并通过 NMR、IR 和 X 射线分析充分表征了具有四面体几何形状的中性 TMEDA 连接的四配位硫醇锌。更重要的是,这种活性中间体的化学反应性已经得到研究,能够构建 C-SE、C-Te、Sb-S 和 Bi-S 键,以制备有价值的含硫分子等。
Kumar, Rajesh; Tuck, Dennis G., Canadian Journal of Chemistry, 1989, vol. 67, p. 127 - 129