95546-50-2Relevant academic research and scientific papers
Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider
He, Yunlu,Liu, Qiang,Pan, Xi,Peng, Sanwen,Qin, Hua-Li,Song, Xuyan,Tang, Haolin,Wang, Bo,Wei, Min
supporting information, (2022/02/02)
A highly efficient method for the synthesis of aryl sulfonyl fluorides was developed from aryl sulfonyl chlorides using SO2F2 as fluoride source in up to 98% isolated yield under mild conditions. Gram scale experiments were also conducted, revealing the good practicality of this new protocol.
'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction
Ding, Chengrong,Guan, Chenfei,Miao, Huihui,Zhang, Guofu,Zhao, Yiyong
supporting information, p. 3560 - 3564 (2022/03/07)
An example of the activation of the -SO2F group, which is traditionally considered a stable group even in the presence of a transition metal, is described using a novel partner in the Suzuki-Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown that Pd0 prefers to insert between C-S bonds rather than S-F bonds. This journal is
Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts
Liu, Yongan,Yu, Donghai,Guo, Yong,Xiao, Ji-Chang,Chen, Qing-Yun,Liu, Chao
supporting information, p. 2281 - 2286 (2020/03/13)
We report herein a general and practical copper-catalyzed fluorosulfonylation reaction of a wide range of abundant arenediazonium salts to smoothly prepare various arenesulfonyl fluorides using the 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as a convenient sulfonyl source in combination with KHF2 as an ideal fluorine source and without the need for additional oxidants. Interestingly, the electronic character of the arene ring in the starting arenediazonium salts has a significant impact on the reaction mechanistic pathway.
Oxidation of Aromatic Compounds. III. Oxidation of Substituted Phenols and Their O-Derivatives in the System HSO3F-PbO2
Aver'yanov, S. F.,Rudenko, A. P.
, p. 1089 - 1098 (2007/10/03)
Low-temperature oxidation of substituted phenols and their O-derivatives in the system HSO3F-PbO2 involves intermediate formation of radical cations and dications.The reaction allows preparative syntheses of aryl fluorosulfonates, various benzyl alcohol derivatives, biaryls, and diarylmethanes with electron-acceptor substituents.
