16212-08-1Relevant articles and documents
PHOTODECOMPOSITION OF SELENOSULFONATES AND THEIR FACILE PHOTOADDITION TO ALKENES1
Gancarz, Roman A.,Kice, John L.
, p. 4155 - 4158 (1980)
Phenyl areneselenosulfonates (1) are very photosensitive and easily undergo photodecomposition via initial homolysis of the Se-S bond.In the presence alkenes this facile photodissociation of 1 can be used to initiate a free radical chain reaction (eq 6) that leads to addition of 1 to the alkene to form β-phenylselenosulfones (2).The photoaddition requires much shorter reaction times than the non-photolytic addition of 1 to alkenes described recently.
Alkyne-based, highly stereo- and regioselective synthesis of stereodefined functionalized vinyl tellurides
Huang,Liang,Xu,He
, p. 74 - 80 (2001)
(Z)-β-Aryltellurovinylphosphonates and (Z)-β-aryltellurovinyl sulfones were synthesized via the highly stereoselective anti-hydrotelluration of 1-alkynylphosphonates and 1-alkynyl sulfones. The configurations of these compounds were characterized via sup
One-pot approach for the regioselective synthesis of β-keto sulfones based on acid-catalyzed reaction of sulfonyl chlorides with arylacetylenes and water
Lai, Chunbo,Xi, Chanjuan,Jiang, Yanfeng,Hua, Ruimao
, p. 513 - 515 (2005)
Reaction of sulfonyl chlorides with arylacetylenes and water in the presence of a catalytic amount of sulfonic acid in THF provided β-keto sulfones in good yields with excellent regioselectivity.
The Sulfinylsulfonation of alkynes for β-Sulfinyl alkenylsulfone
Feng, Chengjie,Ning, Yongquan,Song, Qingmin,Wang, Zikun,Wu, Yong,Zhang, Zhansong,Zhao, Wanjun
supporting information, (2022/05/23)
Here we report the sulfinylsulfonation of alkynes to afford β-sulfinyl alkenylsulfone products with a broad substrate scope, excellent functional group compatibility, and high yield. Moreover, the sulfinylsulfonation reaction of enyne can also be realized for constructing functionalized carbo- and heterocycles through a radical cascade cyclization process.
Generation of potent Nrf2 activators via tuning the electrophilicity and steric hindrance of vinyl sulfones for neuroprotection
Song, Zi-Long,Hou, Yanan,Bai, Feifei,Fang, Jianguo
, (2020/12/21)
Oxidative stress is constantly involved in the etiopathogenesis of an ever-widening range of neurodegenerative diseases. As a consequence, effective repression of cellular oxidative stress to a redox homeostatic condition is a promising and feasible strategy to treat, or at least retard the progression of, such disorders. Nrf2, a primary orchestrator of cellular antioxidant response machine, is responsible for detoxifying and compensating for deleterious oxidative stress via transcriptional activation of a diverse array of antioxidant biomolecules. In the framework of our persistent interest in disclosing small molecules that interfere with cellular redox-regulating machinery, we report herein the synthesis, optimization, and biological assessment of 47 vinyl sulfone scaffold-bearing small molecules, most of which exhibit robust neuroprotective effect against H2O2-mediated lesions to PC12 cells. After initial screening, the most potent neuroprotective compounds 9b and 9c with marginal cytotoxicity were selected for the follow-up studies. Our results demonstrate that their neuroprotective effects are attributed to the up-regulation of a panel of antioxidant genes and corresponding gene products. Further mechanistic studies indicate that Nrf2 is indispensable for the cellular performances of 9b and 9c, arising from the fact that silence of Nrf2 gene drastically nullifies their protective action. Taken together, 9b and 9c discovered in this work merit further development as neuroprotective candidates for the treatment of oxidative stress-mediated pathological conditions.
