398-74-3Relevant articles and documents
Commercial-Scale Visible Light Trifluoromethylation of 2-Chlorothiophenol Using CF3I Gas
Diwan, Moiz,Gage, James,Gangula, Srinivas,Grieme, Timothy,Griffin, Jeremy,Harper, Kaid C.,Huang, Ping-Zhong,Ku, Yi-Yin,Liu, Zhi-Qing,Mack, Daniel J.,Miller, Robert,Towne, Timothy B.,Yuan, Jia-Long,Zhang, En-Xuan,Zhang, Ning-Ning,Zheng, Song-Yuan
supporting information, p. 404 - 412 (2022/02/25)
Despite the growth of photoredox methods in academia, application of photoredox at scale in the pharmaceutical and fine chemical industries has been slow. In this report, a photoredox trifluoromethylation of a thiophenol was modified from the original literature report, and the mechanism was investigated to define the key scale-up parameters. The mechanistic insight was leveraged in the design and execution of two different reactor designs: an LED-based plug flow photoreactor and a laser-based continuous stirred tank photoreactor. In one of the first examples of commercial-scale photoredox chemistry, the process was scaled to provide over 500 kg of the desired intermediate and amended to fully continuous manufacturing.
Silver-catalyzed fluoroalkylation of thiols using fluoroalkanesulfinates
Ma, Jing-jing,Liu, Qi-ran,Lu, Guo-ping,Yi, Wen-bin
supporting information, p. 113 - 117 (2017/01/03)
A practical sliver-catalyzed fluoroalkylation of aryl-, heteroaryl- and alkylthiols has been developed. The reaction has a good functional-group tolerance and excellent selectivity. A variety of stable and solid fluoroalkanesulfinates including di- and perfluoroalkanesulfinates can be employed. This methodology provides a straightforward and streamlined access to perfluoroalkylthiolated organic molecules. [Figure presented]
PREPARATION AND FLUORINATION OF ARYLTRIFLUOROMETHYLSULPHONES
Beaumont, Andrew J.,Clark, James H.
, p. 295 - 300 (2007/10/02)
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.