122590-86-7Relevant academic research and scientific papers
Difluoromethyl Phenyl Sulfone as a Selective Difluoromethylene Dianion Equivalent: One-Pot Stereoselective Synthesis of anti-2,2-Difluoropropane-1,3-diols
Prakash, G. K. Surya,Hu, Jinbo,Mathew, Thomas,Olah, George A.
, p. 5216 - 5219 (2003)
Intramolecular charge-charge repulsion rather than traditional steric control is responsible for the high diastereoselectivity (up to 94% de) obtained in tBuOK-induced difluoromethylenation of aldehydes 1 with difluoromethyl phenyl sulfone (2) to give symmetrical and unsymmetrical anti-2,2-difluoropropane-1,3-diols 3.
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
Aryl sulfuryl difluoroacetic salt compound, as well as preparation method and application thereof
-
, (2017/08/10)
The invention discloses an aryl sulfuryl difluoroacetic salt compound, as well as a preparation method and application thereof. The aryl sulfuryl difluoroacetic salt compound reacts with aldehyde at room temperature to obtain an aryl sulfuryl substituted alpha-difluoromethyl alcohol compound. The aryl sulfuryl difluoroacetic salt compound has the beneficial effects of mild reaction condition, high product yield, few side effect and high universality when the aryl sulfuryl difluoroacetic salt compound is adopted to prepare the aryl sulfuryl substituted alpha-difluoromethyl alcohol compound.
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
Fluoride-induced nucleophilic (phenylthio)difluoromethylation of carbonyl compounds with [difluoro(phenylthio)methyl]trimethylsilane (TMS-CF 2SPh)
Prakash, G.K. Surya,Hu, Jinbo,Wang, Ying,Olah, George A.
, p. 529 - 534 (2007/10/03)
A fluoride-induced nucleophilic (phenylthio)difluoromethylation method using TMS-CF2SPh has been achieved. This new methodology efficiently transfers "PhSCF2" group into both enolizable and non-enolizable aldehydes and ketones to giv
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.
Process for nucleophilic fluoroalkylation of aldehydes
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, (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.
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.
