81023-75-8Relevant academic research and scientific papers
Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
Clarkson, Guy J.,Vyas, Vijyesh K.,Wills, Martin
supporting information, p. 14265 - 14269 (2020/07/04)
The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η6-arene ring. This preference provides a
N-bromosuccinimide mediated decarboxylative sulfonylation of β-keto acids with sodium sulfinates toward β-keto sulfones: Evaluation of human carboxylesterase 1 activity
Han, Fuzhong,Su, Bobo,Song, Peifang,Wang, Yaqiao,Jia, Lina,Xun, Shanshan,Hu, Minggang,Zou, Liwei
, p. 5908 - 5913 (2018/08/29)
A N-bromosuccinimide (NBS) mediated decarboxylative sulfonylation of β-keto acids with sodium sulfinates is developed. The transformation exhibits a broad substrate scope and good functional group tolerance. Preliminary mechanistic studies showed that this reaction is likely to proceed through a nucleophilic substitution of β-keto acid with sulfonyl bromide pathway. All synthesized β-keto sulfones were evaluated the inhibitory effect against human carboxylesterase 1 (CES1). This investigation offers an expedient strategy for efficient synthesis of β-keto sulfones that are widely present in biologically active natural products and pharmaceutical agents.
Nickel-catalyzed α-benzylation of sulfones with esters: Via C-O activation
Xiao, Jing,Yang, Jia,Chen, Tieqiao,Han, Li-Biao
, p. 42656 - 42659 (2016/05/19)
The nickel-catalyzed α-benzylation of sulfones with readily available benzylic alcohol derivatives was achieved via C-O activation. The transformation was complete in 30 minutes using a simple Ni(COD)2 as a catalyst without any additional ligan
β-Keto sulfones as inhibitors of 11β-hydroxysteroid dehydrogenase type I and the mechanism of action
Xiang, Jason,Ipek, Manus,Suri, Vipin,Tam, May,Xing, Yuzhe,Huang, Nelson,Zhang, Yanling,Tobin, James,Mansour, Tarek S.,McKew, John
, p. 4396 - 4405 (2008/03/12)
The design, synthesis, and biological evaluation of β-keto sulfones as 11β-HSD1 inhibitors and the mechanism of inhibition are described here. This class of compounds is not active against 11β-HSD2 and therefore may have therapeutic potential for metabolic syndrome and type 2 diabetes.
Syntheses of 2,2-Dimethyl-1-methylenepropyl Methanesulfonate and Trifluoroacetate
Hirsch, Elisabeth,Huenig, Siegfried,Reissig, Hans-Ulrich
, p. 399 - 401 (2007/10/02)
The syntheses of the title compounds 6 and 7 from tert-butylacetylene (5) and the corresponding acids are described.
Preparation of Vinylsulfonates from Trimethylsilyl Enol Ethers - Synthetic Consequences of a Remarkable Cation Effect
Hirsch, Elisabeth,Huenig, Siegfried,Reissig, Hans-Ulrich
, p. 3687 - 3696 (2007/10/02)
The C/O-selectivity observed in the sulfonylation of the enolate ion 5 with benzenesulfonyl fluoride depends strongly on the nature of the gegenion.Li+ yields the β-oxosulfone 3 by C-sulfonylation exclusively.The fraction of O-sulfonylation is increased with the size of the cation, yielding the vinylsulfonates 6b exclusively in the presence of Cs+ or quaternary ammonium ions.From this behaviour a regio- and stereoselective synthesis of vinylsulfonates is developed starting from the corresponding trimethylsilyl enol ethers.
