- Practical and efficient synthesis of aryl trifluoromethyl sulfones from arylsulfonyl chlorides with Umemoto's reagent II
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A practical and efficient method for the synthesis of aryl trifluoromethyl sulfones has been developed by a tandem reaction of arylsulfonyl chlorides with Umemoto's reagent II. The advantageous features of this method are simple operation, mild reaction conditions, wide scope of substrates, high yield of products, and easy scalability.
- Zhou, Xiaocong,Hu, Dufen,He, Xinyi,Li, Yuanqiang,Chu, Youqun,She, Yuanbin
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supporting information
(2019/12/24)
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- A method of manufacturing a benzene derivative (trifluoromethylsulfonyl)
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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
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Paragraph 0071; 0072
(2016/10/08)
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- Copper-Promoted Trifluoromethanesulfonylation and Trifluoromethylation of Arenediazonium Tetrafluoroborates with NaSO2CF3
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A tunable chemoselective trifluoromethanesulfonylation and trifluoromethylation of arenediazonium tetrafluoroborates with Langlois' reagent (NaSO2CF3) was developed. The Cu2O-catalyzed reaction in DMSO gave aryl trifluoromethanesulfones as the major products. On the other hand, the trifluoromethylated arenes were produced in the presence of oxidant tert-butyl hydroperoxide, CuBF4(MeCN)4, and 2,2′;6′,2 terpyridine (tpy). Both of these transformations proceed under mild conditions and tolerate functional groups.
- Zhang, Ke,Xu, Xiu-Hua,Qing, Feng-Ling
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p. 7658 - 7665
(2015/08/18)
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- Cu-catalyzed couplings of aryl iodonium salts with sodium trifluoromethanesulfinate
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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).
- Cullen, Steven C.,Shekhar, Shashank,Nere, Nandkishor K.
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p. 12194 - 12201
(2014/01/06)
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- Convenient one-pot procedure for converting aryl sulfides to nitroaryl sulfones
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When treated with nitrogen dioxide and ozone in inert solvent at 0°C or below, aryl sulfides underwent smooth oxidative nitration to give nitroaryl sulfones in good yield. Using this methodology, a series of mono- and di-nitrated aryl sulfones were prepared from methyl phenyl sulfide and diphenyl sulfide and their physical data are presented.
- Nose, Masatoshi,Suzuki, Hitomi
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p. 1065 - 1071
(2007/10/03)
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- PREPARATION AND FLUORINATION OF ARYLTRIFLUOROMETHYLSULPHONES
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A series of chloro- and nitrophenyl trifluoromethyl sulphides and sulphones have been synthesised from the corresponding aryl halides .The fluorination of these compounds by tetra-n-butyl ammonium fluoride and potassium fluoride has been investigated.Our results show that generally they are more susceptible to fluorodenitration than fluorodechlorination.
- Beaumont, Andrew J.,Clark, James H.
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p. 295 - 300
(2007/10/02)
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- SYNTHESIS AND REACTIVITY OF TRIFLUOROMETHYLAZOSULFONYLARENES
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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.
- Sekiya, Akira,Umemoto, Teruo
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p. 1519 - 1520
(2007/10/02)
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