Application examples of (4-nitrophenyl)potassium trifluoroborate_Industrial additives

Background and overview of application examples of (4-nitrophenyl)potassium trifluoroborate

Potassium (4-nitrophenyl)trifluoroborate, also called potassium p-nitrophenylfluoroborate, is an organic intermediate that can be used to catalyze the preparation of diaryl sulfones by cuprous chloride at room temperature. As a pharmaceutical and pesticide intermediate, diaryl sulfone compounds are often used in organic synthesis and have shown good biological activity. For example, diaryl sulfone has been proven to have antifungal, antibacterial, and antitumor activities. Recently, diarylsulfones and aromatic heterocyclic sulfones have been shown to inhibit HIV-1 reverse transcriptase, representing an emerging class of substances that can solve the problem of drug residual toxicity and resistance to nucleoside inhibitors.

Application examples of (4-nitrophenyl)potassium trifluoroborate

CN201410145178.5 reports a method for preparing diaryl sulfones by reacting aryl sulfinates with aryl fluoroborates:

Add 1 mmol aryl sulfinate, 1 mmol aryl fluoroborate, 1.2 mmol sodium hydroxide and 0.1 mmol catalyst into a reaction tube containing 2 ml organic solvent of methoxyphenylboronic acid, and stir magnetically for 3 hours. . After the reaction is completed, the product is obtained by filtering through filter paper, spinning the solvent dry, and column separation.

Preferably, the arylfluoroborate is potassium phenylfluoroborate, potassium p-methoxyphenylfluoroborate, potassium p-methylphenylfluoroborate, potassium p-cyanophenylfluoroborate, Potassium p-chlorophenylfluoroborate, potassium p-bromophenylfluoroborate, potassium (4-nitrophenyl)trifluoroborate, potassium o-chlorophenylfluoroborate, potassium o-nitrophenylfluoroborate, 2-naphthyl Any of potassium fluoroborates.

This technical solution has the following significant technical effects:

1) Asymmetric diarylsulfone compounds can be obtained through easily prepared arylsulfinate and potassium arylfluoroborate, which have high practicality and selectivity;

2) This reaction does not require the protection of any inert gas and can proceed well in the air; the reaction has good functional group tolerance;

3) The reaction is carried out at room temperature, the reaction time is short, the reaction yield is high, and the product can be obtained after simple post-treatment;

4) In this method, cheap cuprous chloride is used as the catalyst, and only a simple base is used as an additive, which is low cost;

5) In this method, dichloromethane is used as the solvent, which is easily removed after the reaction.

References

[1][China invention, China invention authorization] CN201410145178.5 Asymmetric anhydrous calcium carbonate diarylsulfone compound and its preparation method

TAG: (4-nitrophenyl)potassium trifluoroborate, potassium p-nitrophenylfluoroborate, diarylsulfone

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