Triphenylsulfonium Salt Promotes Dichlorination Or Dibromination Of Epoxide

Objective:Organic halides have a wide range of applications in organic chemical synthesis,which can be used as starting materials,intermediates and products for the reaction.We hope to design a simple and efficient method to prepare organic halides using epoxides as substrates.Methods:We use Ph₃P/ⁿBu₄NI as the reaction system,1,2-dic-hloroethane or 1,2-dibromoethane as the halogen source to promote the deoxychlorination or dibromination reaction of epoxide.Results:With 1,2-dichloroethane or 1,2-dibromoethane as the source of halogen,deoxydichlorination and dibromination of epoxides were realized by the action of tetrabutylammonium iodide,triphenylphosphine and substrates.After screening the reaction conditions,the optimal reaction conditions were obtained.Eighteen compounds were successfully synthesized.Their structures were determined by nuclear magnetic resonance?HMR,FMR,CMR?,high resolution mass spectrometry,infrared spectroscopy and melting point.Conclusion:We have successfully achieved deoxychlorination or dibromination of epoxides.The reaction conditions are mild,the operation is simple and the raw materials are cheap and easy to obtain.It is a simple and efficient method for deoxydihalogenation of epoxides.