2924-74-5Relevant articles and documents
Electrophilic monofluoromethylation of O-, S-, and N-nucleophiles with chlorofluoromethane
Zhang, Wei,Zhu, Lingui,Hu, Jinbo
, p. 10569 - 10575 (2007)
CH2ClF has been found to be a useful electrophilic monofluoromethylating agent for a variety of O-, S-, and N-nucleophiles. The reaction is not sensitive to the radical scavenger such as nitrobenzene, which strongly supports an SN2 m
(1S)-(?)-N-Monofluoromethylthio-7,7-dichloro-2,10-camphorsultam: An optically pure reagentfor asymmetric monofluoromethylthiolation
Zhang, He,Shen, Qilong
, (2021/10/29)
The development of an optically pure monofluoromethylthiolating reagent based on Oppolzer's camphorsultam auxiliary (1S)-(?)-N-monofluoromethylthio-7,7-dichloro-2,10-camphorsultam 1b was described. Reagents 1b reacted with two types of substrates including oxazolone and oxindole derivatives with good to excellent enantioselectivities under mild conditions, thus representing the first available method for us to access monofluoromethylthiolated stereogenic centers.
Efficient Conversions of Thioethers to α-Fluoro Thioethers with DAST or DAST/Antimony(III) Chloride
Robins, Morris J.,Wnuk, Stanislaw F.
, p. 3800 - 3801 (2007/10/02)
Dialkyl or alkyl aryl thioethers, including nucleoside thioethers, undergo virtually quantitative conversion to α-fluoro thioethers with (diethylamino)sulfur trifluoride (DAST) in dichloromethane at ambient temperature.Antimony(III) chloride catalyzes the process.
