139101-29-4

Upstream product

• 20808-12-2 fluoromethyl phenyl sulfone 
• 141-78-6 ethyl acetate 
• 108-98-5 thiophenol 
• 28195-10-0 (E)-4-hydroxy-3-(phenylthio)pent-3-en-2-one 
• 130612-85-0 α-Fluoro-α-(phenylthio)acetone 
• 2525-41-9 1-(phenylsulfonyl)propyne 
• 5000-44-2 1-phenylsulfonyl-2-propanone 

Downstream Products

• 1215291-87-4 C₂₄H₃₀FNO₅S 

Relevant academic research and scientific papers

Sulfur Assisted Tandem Electrophilic Fluorinative Deacylation: Synthesis of α-Fluoro β-Ketosulfides

A successful synthesis of α-fluoro-β-ketosulfides using an electrophilic fluorination method has been reported for the first time. The reaction proceeds via an electrophilic fluorination of α-sulfenyl-β-diketones followed by an unexpected tandem deacylation. The resulting products, α-fluoro-β-ketosulfides, are easily oxidized to the corresponding α-fluoro-β-ketosulfones, which can be used for further useful olefination reactions.

Divergent Regio- and Stereoselective Gold-catalyzed Synthesis of α-Fluorosulfones and β-Fluorovinylsulfones from Alkynylsulfones

We developed a widely applicable, highly efficient synthesis of α-fluorosulfone and β-fluorovinylsulfone catalyzed by gold. Starting with alkynyl sulfone 1, an [Au]/HF/N-oxide system gives α-fluorosulfone 3 via a gold carbene intermediate, and, if no N-oxide is used, direct addition of HF to 1 gives vinyl sulfone 4 via a vinylfluoro gold intermediate. Both methods have good functional group tolerance and the reactions can be conducted in ambient atmosphere.

The enantioselective addition of 1-fluoro-1-nitro(phenylsulfonyl)methane to isatin-derived ketimines

An asymmetric organocatalytic addition of fluorinated phenylsulfonylnitromethane to isatin-derived ketimines was developed. The reaction was efficiently catalyzed by a chiral tertiary amine, cinchonine. This methodology provides a new type of optically active compound with two adjacent quaternary carbon stereocenters in good yield (up to 96%), with moderate diastereoselectivity (up to 5.7:1 dr) and excellent enantioselectivity (up to 98/96% ee).

Mono and difluorination of centers α to sulfonates and phosphonates using AcOF

Acetyl hypofluorite, made easily from diluted fluorine and AcONa is very efficient in fluorinating anionic centers. Compounds containing the moieties CH2SO2 or COCH2PO react with bases to create the corresponding anions wh

Organocatalytic alkynylation of densely functionalized monofluorinated derivatives: C(sp3)-C(sp) coupling

Organocatalytic alkynylation of nucleophilic fluorocarbons using hypervalent iodine compounds under cinchona-based catalysis, namely using O-allyl N-anthracenyl cinchona alkaloid derivative II, is described. The reaction gives the final fluoro-propargyl compounds in good to excellent yields (up to 91%) and with moderate to low enantioselectivity (up to 61% ee). The reaction represents the first example of the use of hypervalent iodine compounds for the construction of fluorinated compounds and opens access to the preparation of biologically attractive compounds such as 1,2,3-triazoles.

Synthesis of fluorinated β-ketosulfones and gem-disulfones by nucleophilic fluoroalkylation of esters and sulfinates with di- and monofluoromethyl sulfones

(Chemical Equation Presented) An efficient and practically useful method for the preparation of α-functionalized mono- and difluoro(phenylsulfonyl) methanes by using a nucleophilic fluoroalkylation methodology was developed. α,α-Difluoro-β-ketosulfones, α