Synthetic method for cyclopropyl diphenyl sulfonium trifluoromethanesulfonic salt

Abstract

The invention provides a synthetic method for cyclopropyl diphenyl sulfonium trifluoromethanesulfonic salt. The synthetic method includes the steps that (a) 3-halogen-1-propyl alcohol and trifluoromethanesulfonic anhydride serve as raw materials for synthesizing 3-halogenation propyl trifluoromethanesulfonate; (b) the 3-halogenation propyl trifluoromethanesulfonate and diphenyl sulfide are reacted for synthesizing 3-halogenation propyl diphenyl sulfonium trifluoromethanesulfonic salt; (c) the 3-halogenation propyl diphenyl sulfonium trifluoromethanesulfonic salt and strong base are reacted for synthesizing the cyclopropyl diphenyl sulfonium trifluoromethanesulfonic salt. According to the cyclopropyl diphenyl sulfonium trifluoromethanesulfonic salt, the synthetic method is easy to operate, the reaction condition is mild, the yield is high, and amplification is easy; the cyclopropyl diphenyl sulfonium trifluoromethanesulfonic salt prepared with the method can be used for a novel sulfur ylide reagent, is used for the quaternary-cyclic-ketone synthetic process with aldehyde or ketone as a substrate, the activity of the yclopropyl diphenyl sulfonium trifluoromethanesulfonic salt is similar to the activity of a common traditional sulfur ylide reagent-cyclopropyl diphenyl sulfonium tetrafluoroborate, and broad application prospects are achieved.

Description

technical field

[0001] The invention relates to a synthesis method of sulfur ylide reagent, in particular to a synthesis method of cyclopropyldiphenylsulfonium trifluoromethanesulfonate. Background technique

[0002] Cyclopropylthio ylide reagent is a key reagent for the synthesis of four-membered ring ketones through aldehydes or ketones. In traditional methods, cyclopropyldiphenylsulfonium tetrafluoroborate is usually used as cyclopropylthio ylide reagent, but this Reagents are expensive and not available in large quantities in the market. This is mainly due to the fact that silver tetrafluoroborate is an expensive and highly deliquescent reagent, which makes the synthesis process of cyclopropyldiphenylsulfonium tetrafluoroborate complex and difficult, which limits the use of this reagent in the laboratory. And widely used in large-scale production process.

[0003] Cyclopropyldiphenylsulfonium triflate has a photobleaching effect, and it is commonly used as a photoacid ...

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