6099-27-0Relevant articles and documents
Design, synthesis and biological evaluation of novel (E)-α- benzylsulfonyl chalcone derivatives as potential BRAF inhibitors
Li, Qing-Shan,Li, Cui-Yun,Lu, Xiang,Zhang, Hui,Zhu, Hai-Liang
experimental part, p. 288 - 295 (2012/07/14)
Activating mutations in the BRAF serine/threonine kinase are found in more than 70% of human melanomas, >90% of which are BRAFV600E. It provides new therapeutic opportunities in malignant melanoma. In silico and in vitro screening of our compound collection has identified Hit 2 as BRAF V600E inhibitor. Based on its structure, a series of novel (E)-α-benzylsulfonyl chalcone derivatives (13-40) were designed and synthesized. Compound 38 exhibited the most potent inhibitory activity with an IC50 value of 0.17 μM for BRAFV600E and GI50 value of 0.52 μM for mutant BRAF-dependent cells. The results of cell based pERK activity and cellular selectivity suggested that those compounds could selectively inhibit proliferation of mutant BRAF-dependent melanoma cell line through inhibition of oncogenic BRAF.
Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/ arylsulfonyl)acetonitriles: Efficient synthesis of (Z)-β- sulfonylvinylamines and β-Keto sulfones
Tsui, Gavin Chit,Glenadel, Quentin,Lau, Chan,Lautens, Mark
supporting information; experimental part, p. 208 - 211 (2011/03/19)
An efficient rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitrile is described. Novel β-sulfonylvinylamine products are formed in a stereoselective fashion (Z-alkene). Upon hydrolysis, useful β-keto sulfones are obtained with a broad scope of aryl and sulfonyl substituents.
An efficient fluorination of β-ketosulfones promoted by a room-temperature ionic liquid at ambient conditions under ultrasound irradiation using Selectfluor F-TEDA-BF4
Heravi, Mohammad Reza Poor
body text, p. 1399 - 1402 (2011/10/08)
The fluorination reaction involving a β-ketosulfones by Selectfluor was efficiently promoted by the ionic liquid, [Hbim]BF4 (IL) as a reaction medium with methanol as co-solvent at room temperature under ultrasonic irradiation to afford the corresponding mono and difluoro-β-ketosulfones in excellent yields. The advantages of this method include among others the use of a recyclable, non-volatile ionic liquid, which promotes this protocol under room temperature without the requirement of any added catalyst under ultrasonic irradiation.
α-Fluorination of β-ketosulfones by Selectfluor F-TEDA-BF4
Loghmani-Khouzani, Hossein,Poorheravi, Mohammad R.,Sadeghi, Majid M.M.,Caggiano, Lorenzo,Jackson, Richard F.W.
, p. 7419 - 7425 (2008/12/20)
Attempted fluorination of β-ketosulfides using Selectfluor resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.
