63641-17-8

Upstream product

• 84796-65-6 C₈H₇F₃N₂O₂S 
• 88-19-7 methyl 2-(aminosulfonyl)benzoate 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 108-88-3 toluene 
• 887144-94-7 Togni's reagent II 
• 15898-37-0 sodium 2-methylbenzenesulfinate 
• 2926-29-6 Langlois reagent 
• 1374643-16-9 bis(2-methylphenyl)iodonium trifluoromethanesulfonic acid 
• 210823-54-4 2-methylphenyl(mesityl)iodonium trifluoromethanesulfonate 
• 108-98-5 thiophenol 
• 426-58-4 (trifluoromethylsulfonyl)benzene 
• 74-88-4 methyl iodide 
• 1736-75-0 1-methyl-2-[(trifluoromethyl)thio]benzene 

Relevant academic research and scientific papers

Cross-Coupling of Aryl Trifluoromethyl Sulfones with Arylboronates by Cooperative Palladium/Rhodium Catalysis

The Suzuki-Miyaura arylation of aryl trifluoromethyl sulfones via C-SO2 bond cleavage has been developed by means of cooperative palladium/rhodium catalysis. A series of aryl trifluoromethyl sulfones and arylboronic acid neopentylglycol esters are converted to the corresponding biaryls. Mechanistic investigations suggest that (1) the rhodium catalyst mediates the transfer of the aryl ring from arylboronate to palladium, resulting in the acceleration of the transmetalation step, and (2) the C-C bond-forming reductive elimination step is the turnover-limiting step.

Ortho-lithiation reaction of aryl triflones

The ortho-lithiation of substituted arenes is a powerful methodology to synthesize ortho-substituted arenes. While a wide variety of directed metalation groups (DMGs) have been reported, trifluoromethyl sulfone has never been used. We disclose the first example of ortho-lithiation of aryl triflones. We found that the trifluoromethyl sulfonyl group is not only an important structural motif in biologically active molecules and specialty materials, but also an excellent DMG moiety for ortho-metalation reactions. The use of a base that causes steric hindrance, LTMP, is the key for successful transformation to furnish a variety of ortho-substituted aryl triflones in good yields. Further functionalization of resulting ortho-substituted aryl triflones was demonstrated by metal-catalyzed coupling reactions.

A method of manufacturing a benzene derivative (trifluoromethylsulfonyl)

PROBLEM TO BE SOLVED: To provide a method for producing a (trifluoromethylsulfonyl)benzene derivative which is useful as a medicine, an agricultural chemical, a functional material and a production intermediate thereof. SOLUTION: In this method, a (trifluoromethylsulfonyl)benzene derivative is produced by reacting diaryliodonium salt represented by general formula (1) with trifluoromethanesulfinic acid salt in the presence of a copper (I) salt. (In the formula, R1, R2, R3, R4, R5, R6, R7, R8, R9and R10each independently represents a hydrogen atom, a 1-6C alkyl group, a 1-6C haloalkyl group, a 1-6C alkoxy group, a 2-6C acyl group, (1-5C alkoxy)carbonyl group, a nitro group, a cyano group, a chlorine atom or a bromine atom). COPYRIGHT: (C)2013,JPOandINPIT

Copper-catalyzed trifluoromethylation of arylsulfinate salts using an electrophilic trifluoromethylation reagent

A copper-catalyzed method for the trifluoromethylation of arylsulfinates with Togni's reagent has been developed, affording aryltrifluoromethylsulfones in moderate to good yields. A wide range of functional groups in arylsulfinates are compatible with the

Cu-catalyzed couplings of aryl iodonium salts with sodium trifluoromethanesulfinate

A convenient method for the preparation of aryl trifluoromethylsulfones from the reactions of diaryliodonium salts with sodium trifluoromethanesulfinate in the presence of copper catalysts is described. Cuprous oxide in DMF was found to be the optimal catalyst for the reaction. The reaction conditions are tolerant of various functional groups as well as of various counteranions of the iodonium salt. The synthetic utility of the process is demonstrated by performing the reaction on a preparative scale (88 g).

SYNTHESIS AND REACTIVITY OF TRIFLUOROMETHYLAZOSULFONYLARENES

Trifluoromethylazosulfonylarenes were synthesized in high yields by treatment of trifluoronitrosomethane with arenesulfonamides in the presence of a base and their reactivity was examined.It was found that they acted as effective hydrogen-acceptors as well as trifluoromethylating agents.