122590-89-0Relevant academic research and scientific papers
Nucleophilic (Phenylsulfonyl/arylthio)difluoromethylation of Aldehydes with TMSCF2Br: A Three-Component Strategy
Xie, Qiqiang,Zhu, Ziyue,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 9138 - 9141 (2019/11/14)
An efficient method for nucleophilic (phenylsulfonyl/arylthio)difluoromethylation of aldehydes with TMSCF2Br was developed. The reaction proceeds through in situ generation of difluorocarbene, which is captured by PhSO2Na or ArSNa to
Decarboxylative difluoromethylation of aldehydes with PhSO2CF2COOK: A facile and efficient access to difluoromethylated carbinols
Zhu, Yu-Jun,Lei, Zhong-Liang,Huang, Da-Kang,Lian, Bo,Liu, Zhen-Jiang,Hu, Xiao-Jun,Liu, Jin-Tao
, p. 3184 - 3187 (2018/07/13)
A novel decarboxylative difluoromethylation reaction of PhSO2CF2COOK with aldehydes under metal- and ligand-free conditions has been developed. The reaction is very mild and tolerates a wide range of aldehydes (both enolizable and non-enolizable aldehydes), providing a facile and efficient method for the synthesis of structurally diverse difluoromethylated carbinols in moderate to excellent yields.
Decarboxylative nucleophilic difluoromethylation of aldehydes and imines
Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang
, p. 4295 - 4297 (2018/07/13)
The high demand for the biologically active CF2H-molecules has stimulated significant efforts to develop efficient methods for the installation of CF2H functionality. We found that phenylsulfonyl difluoroacetate salt (PhSO2/sub
Efficient nucleophilic difluoromethylation of aldehydes with (phenylsulfonyl)difluoromethylzinc and (phenylsulfonyl)difluoromethylcadmium reagents
Jiang, Fanzhou,Ni, Chuanfa,Hu, Jinbo
, p. 67 - 75 (2017/06/23)
A new strategy for nucleophilic addition to aldehydes with difluoromethyl organometallic reagents has been developed by functionalizing the difluoromethyl moiety with the phenylsulfonyl group (SO2Ph). This electron-withdrawing group influences
Nucleophilic difluoro(phenylsulfonyl)methylation of carbonyls with PhSO2CF2H reagent in the presence of in situ generated substoichiometric amount of base Dedicated to Professor Iwao Ojima on the occasion of his receipt of the ACS Aw
Hu, Mingyou,Gao, Bing,Ni, Chuanfa,Zhang, Laijun,Hu, Jinbo
, p. 52 - 58 (2013/10/01)
The reactions between carbonyl compounds and PhSO2CF 2H using substoichiometric amount of base in situ generated from N(TMS)3 and catalytic amount of Me4NF have been investigated. It is found that both enolizabl
Nucleophilic difluoromethylation and difluoromethylenation using bromodifluoromethyl phenyl sulfone
Surya Prakash,Wang, Ying,Hu, Jinbo,Olah, George A.
, p. 1361 - 1367 (2007/10/03)
Tetrakis(dimethylamino)ethylene (TDAE) was found to be an effective electron-transfer agent that promoted the reactions of bromodifluoromethyl phenyl sulfone with aldehydes to give structurally diverse (benzenesulfonyl) difluoromethylated alcohols in good yield, which can be further transformed into difluoromethyl alcohols and 1,1-difluoro-1-alkenes via reductive desulfonylation and Julia olefination, respectively.
Nucleophilic difluoromethylation of carbonyl compounds using TMSCF 2SO2Ph and Mg0-mediated desulfonylation
Ni, Chuanfa,Hu, Jinbo
, p. 8273 - 8277 (2007/10/03)
A new nucleophilic difluoromethylation chemistry using fluoride-induced (phenylsulfonyl)difluoromethylation with TMSCF2SO2Ph followed by the magnesium-metal-mediated desulfonylation has been achieved. This methodology is compatible w
NUCLEOPHILIC ADDITION OF DIFLUOROMETHYL PHENYL SULFONE TO ALDEHYDES AND VARIOUS TRANSFORMATIONS OF THE RESULTING ALCOHOLS
Stahly, G. Patrick
, p. 53 - 66 (2007/10/02)
Nucleophilic addition of difluoromethyl phenyl sulfone (1) to various aldehydes occured in a two phase system ( 50 percent aqueous sodium hydroxide, dichloromathane, Aliquat 336 ) to give difluoro(phenylsulfonyl)methyl substituted alcohols (2-8).The product alcohol derived from para-tolualdehyde was converted to the difluoromethylated alcohol by desulfonylation and to the α, β, β-trifluorostyrene by a fluorination-elimination sequence.In the absence of aldehydes, 1 reacted in two phase system to give difluoro(phenylsulfonyl)methyl phenyl sulfide (9).The pathway of the latter conversion was studied.
Process for nucleophilic fluoroalkylation of aldehydes
-
, (2008/06/13)
Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
