1426-53-5Relevant academic research and scientific papers
Metal-free oxidative coupling of alkyl chlorides with thiols: An efficient access to sulfoxides
Liu, Qian,Zhao, Xiaoqian,Xu, Feng,Li, Gaoqiang
supporting information, (2019/12/27)
An efficient and step-economical access to sulfoxides from thiols and alkyl halides in the presence of I2O5 and DBU via direct oxidative couplings is described here. It is the first case that combined Williamson sulfide synthesis and subsequent sulfide oxidation into one step manipulation for sulfoxides preparation. This protocol features wide substrate scope, mild and metal-free conditons, the use of naturally abundant starting materials and avoidance of over-oxidation.
Palladium(II)-catalyzed ortho -olefination of arenes applying sulfoxides as remote directing groups
Wang, Binjie,Shen, Chuang,Yao, Jinzhong,Yin, Hong,Zhang, Yuhong
, p. 46 - 49 (2014/01/23)
A novel palladium-catalyzed ortho-C(sp2)-H olefination protocol has been developed by the use of sulfoxide as the directing group. Importantly, relatively remote coordination can be accessed to achieve the ortho olefination of benzyl, 2-arylethyl, and 3-arylpropenyl sulfoxide substrates, and the olefinated sulfoxide can be easily transformed to other functionalities.
Synthesis of sulfur-bridged polycycles via Pd-catalyzed dehydrogenative cyclization
Wang, Binjie,Liu, Yue,Lin, Cong,Xu, Yiming,Liu, Zhanxiang,Zhang, Yuhong
, p. 4574 - 4577 (2015/01/08)
A general approach to sulfur-bridged polycycles by palladium-catalyzed double C(sp2)-H bond oxidative cyclization is presented. This protocol afforded diverse sulfur-bridged five-, six-, and seven-membered polycycles in moderate to good yields with a tolerance for a wide variety of functional groups. A sulfide-bridged six-membered pyrene-thienoacene compound was synthesized readily using this method, and excellent performance for photoluminescence quantum yield was observed.
H2O2/Tf2O system: An efficient oxidizing reagent for selective oxidation of sulfanes
Khodaei, Mohammad Mehdi,Bahrami, Kiumars,Karimi, Ahmad
, p. 1682 - 1684 (2008/12/21)
A versatile procedure for the oxidation of sulfanes to sulfoxides without any overoxidation to sulfones has been reported. It is noteworthy that the reaction tolerates oxidatively sensitive functional groups and that the sulfur atom is selectively oxidize
Asymmetric synthesis of aryl benzyl sulfoxides by vanadium-catalysed oxidation: A combination of enantioselective sulfide oxidation and kinetic resolution in sulfoxide oxidation
Kelly, Padraig,Lawrence, Simon E.,Maguire, Anita R.
, p. 4500 - 4509 (2007/10/03)
Enantioselective vanadium-catalysed oxidation of aryl benzyl sulfides using Bolm's procedure is accompanied by kinetic resolution in the oxidation of the resulting sulfoxides which enhances the enantiopurities of the sulfoxides recovered (typically >90% ee), albeit with an associated reduction in yield. The effects of ligand, solvent and reaction conditions are discussed in detail. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
