40028-01-1Relevant articles and documents
Solvent-mediated switching between oxidative addition and addition-oxidation: Access to β-hydroxysulfides and β-arylsulfones by the addition of thiols to olefins in the presence of Oxone
Moorthy, Jarugu Narasimha,Payra, Soumen,Yadav, Navin
, p. 582 - 591 (2022/01/22)
The reaction between aryl olefins and thiols in the presence of Oxone in toluene-water (9:1, v/v) affords β-hydroxy-2-arylethyl aryl sulfides smoothly by the interception of intermediary thiyl radicals with aryl olefins; the former are generated by the ox
Aerial dioxygen activation: Vs. thiol-ene click reaction within a system
Choudhuri, Khokan,Mandal, Arkalekha,Mal, Prasenjit
supporting information, p. 3759 - 3762 (2018/04/16)
Markovnikov or anti-Markovnikov selective thiol-ene click (TEC) reactions and the synthesis of β-hydroxysulfides via aerial dioxygen activation are prevalent C-S bond forming reactions of styrenes and thiophenols. Herein, by choosing appropriate environme
Synthesis of 1,1-diarylethylenes
Chang, Meng-Yang,Huang, Yi-Hsuan,Wang, Heui-Sin
, p. 3022 - 3031 (2016/05/19)
A facile route toward 1,1-diarylethylenes 6 has been developed in good yields via mCPBA-promoted oxidation of β-hydroxysulfides 2, BF3·OEt2-mediated Friedel-Crafts reaction of the resulting β-hydroxysulfoxides 3 with oxygenated benze
Air oxidative radical hydroxysulfurization of styrenes leading to β-hydroxysulfides
Zhou, Shao-Fang,Pan, Xiangqiang,Zhou, Zhi-Hao,Shoberu, Adedamola,Zou, Jian-Ping
, p. 3682 - 3687 (2015/04/14)
Air oxidative radical hydroxysulfurization of styrenes initiated by 0.5 mol % of tert-butyl hydroperoxide with arylthiols is described, and a new type of difunctionalization of alkenes was achieved.
Aerobic oxysulfonylation of alkenes using thiophenols: An efficient one-pot route to β-ketosulfones
Singh, Atul K.,Chawla, Ruchi,Keshari, Twinkle,Yadav, Vinod K.,Yadav, Lal Dhar S.
supporting information, p. 8550 - 8554 (2014/12/10)
We have developed a highly efficient synthetic route to β-ketosulfones via AgNO3 catalyzed oxysulfonylation of alkenes using thiophenols in the presence of air (O2) and K2S2O8 as eco-friendly oxidants. Thiophenols have been used as sulfonylation precursors for the first time in a dioxygen activation based radical process. Moreover, the protocol also offers a new and convenient method for the synthesis of β-hydroxysulfides at room temperature without the use of any initiator. This journal is
One-pot synthesis of β-hydroxysulfides from styrenes and disulfides using the Zn/AlCl3 system
Movassagh, Barahman,Navidi, Mozhgan
scheme or table, p. 6712 - 6714 (2009/04/07)
A simple, general, and highly regioselective procedure has been developed for the one-pot synthesis of β-hydroxysulfides in good yields from various styrenes and disulfides by cleavage of the S-S bond with a Zn/AlCl3 system in aqueous acetonitr
Synthesis of β-hydroxysulfides from alkenes under supramolecular catalysis in the presence of β-cyclodextrin in water
Surendra,Krishnaveni, N. Srilakshmi,Sridhar,Rao, K. Rama
, p. 5819 - 5821 (2007/10/03)
An environmentally benign and highly efficient procedure has been developed for the direct one-pot synthesis of β-hydroxysulfides in good yields under neutral conditions from alkenes and thiophenols in the presence of aerial oxygen using β-cyclodextrin in
Oxidations of benzyl and phenethyl phenyl sulfides. Implications for the mechanism of the microsomal and biomimetic oxidation of sulfides
Baciocchi, Enrico,Lanzalunga, Osvaldo,Pirozzi, Bruno
, p. 12287 - 12298 (2007/10/03)
The study of the oxidation of 4-methoxyphenethyl phenyl sulfide and 3,4-dimethoxyphenethyl phenyl sulfide with potassium 12-tungstocobalt(III)ate [Co(III)W] suggests that in the radical cations of 3,4,5-(MeO)3PhCH2SPh (4) and 2,4,6(MeO)3PhCH2SPh (5) the positive charge is not localized on the sulfur atom, but in the benzylic aromatic ring. Nevertheless, in the biomimetic and microsomal oxidation of 4 and 5 the products observed are exclusively sulfoxides and sulfones, which appears in contrast with a mechanism involving the formation of an intermediate sulfide radical cation followed by a fast oxygen rebound. A direct oxygen transfer mechanism seems most likely.
NOVEL ARYLTHIOMETHYLATION OF CARBONYL COMPOUNDS USING ARYLTHIOMETHYLTRIMETHYLSILANES CATALYZED BY FLUORIDE IONS. NEW ROUTE TO β-HYDROXYARYLSULFIDES
Hosomi, Akira,Ogata, Koichiro,Hoashi, Koichiro,Kohra, Shinya,Tominaga, Yoshinori
, p. 3736 - 3738 (2007/10/02)
Arylthiomethyltrimethylsilanes are good and mild nucleophilic reagents for introducing arylthiomethyl groups into carbonyl compounds promoted by tetra-n-butylammonium fluoride to give the corresponding β-hydroxyarylsulfides in fairly good yields.