65325-66-8Relevant articles and documents
Direct and Chemoselective Electrophilic Monofluoromethylation of Heteroatoms (O-, S-, N-, P-, Se-) with Fluoroiodomethane
Senatore, Raffaele,Malik, Monika,Spreitzer, Markus,Holzer, Wolfgang,Pace, Vittorio
, p. 1345 - 1349 (2020)
The commercially available fluoroiodomethane represents a valuable and effective electrophilic source for transferring the CH2F unit to a series of heteroatom-centered nucleophiles under mild basic conditions. The excellent manipulability offered by its liquid physical state (bp 53.4 °C) enables practical and straightforward one-step nucleophilic substitutions to retain the chiral information embodied, thus allowing it to overcome de facto the requirement for fluoromethylating agents with no immediate access. The high-yielding methodology was successfully applied to a variety of nucleophiles including a series of drugs currently in the market.
Method for synthesizing aromatic monofluoromethylthio compound through one-pot method
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Paragraph 0019; 0052-0055, (2021/05/01)
The invention discloses a method for synthesizing an aromatic monofluoromethylthio compound through a one-pot method. The method comprises the following steps of: reacting aromatic amine serving as a raw material in an ice bath to generate corresponding diazonium salt under the effect of tert-butyl nitrite and tetrafluoroboric acid by taking anhydrous acetonitrile as a solvent; under the effect of copper chloride, cuprous chloride and 1, 10-phenanthroline, reacting in the ice bath by using potassium thiocyanate as a sulfur source to introduce sulfur atoms; and finally, under the effect of potassium hydroxide, reacting monofluoromethyl iodide in the ice bath to introduce monofluoromethyl, thereby obtaining the aromatic monofluoromethylthio compound. The method has the advantages of simple and safe steps, high reaction conversion rate, less three waste water, gas and solid and, environmental friendliness.
Bunte Salt CH2FSSO3Na: An Efficient and Odorless Reagent for Monofluoromethylthiolation
Liu, Fanmin,Jiang, Lvqi,Qiu, Huangyao,Yi, Wenbin
supporting information, p. 6270 - 6273 (2018/09/27)
A practical and efficient monofluoromethylthiolation that employs the typical Bunte salt, sodium S-(fluoromethyl) sulfurothioate, as the sulfur source is described. This reagent reacts readily with a variety of aryl amines and aryl thiols. The high tolerance of functional groups demonstrates the potential of this reaction. In addition, this method is suitable for the late-stage monofluoromethylthiolation of complex bioactive molecules.
