1835716-51-2Relevant articles and documents
Synthesis method of phthalimide type trifluoromethyl sulfuration reagent
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Paragraph 0017-0018, (2021/06/02)
The invention belongs to the technical field of synthesis of organic compounds, and relates to a synthesis method of a phthalimide type trifluoromethyl sulfide reagent. The structural general formula of the reagent is as shown in the formula (1). The synthesis method of the phthalimide type trifluoromethyl sulfide reagent comprises the following steps: by taking a nitrogen halogenated compound containing a phthalimide structural framework, trifluoromethanesulfonate, nonafluorobutyl sulfonate, methanesulfonate and p-toluenesulfonate as reaction substrates, phthalimide type trifluoromethyl sulfuration reagent is synthesized by taking trifluoromethylthioester as a trifluoromethylthio source. According to the preparation method, trifluoromethylthioester is taken as a trifluoromethylthio source, trifluoromethylthio negative ions are generated under activation of fluorine negative ions, nucleophilic substitution is carried out on the reaction substrates, so that construction of a nitrogen-sulfur bond is realized, and the phthalimide type trifluoromethyl sulfuration reagent is obtained after separation and purification. According to the synthesis method of the phthalimide type trifluoromethyl sulfuration reagent, the raw materials are easy to prepare, the reaction reagent is low in price, the synthesis cost of the phthalimide type trifluoromethyl sulfide reagent is remarkably reduced, and industrial production is facilitated; synthesis conditions are mild, and operation is simple and safe; transition metal elements are not needed, and the method is green and environment-friendly.
1,4-Diazabicyclo[2.2.2]octane-Promoted Aminotrifluoromethylthiolation of α,β-Unsaturated Carbonyl Compounds: N-Trifluoromethylthio-4-nitrophthalimide Acts as Both the Nitrogen and SCF3 Sources
Xiao, Qing,He, Qijie,Li, Juncheng,Wang, Jun
supporting information, p. 6090 - 6093 (2016/01/09)
A novel difunctionalization reaction is described. It uses N-trifluoromethylthio-4-nitrophthalimide as the reagent, which serves as both the nitrogen and SCF3 sources. In the presence of DABCO (1,4-diazabicyclo[2.2.2]octane), the nitrogen and SCF3 groups can be incorporated into α,β-unsaturated carbonyl compounds easily and give versatile β-amino ketones and esters in good yields. This difunctionalization reaction features mild reaction conditions, high atom-economy, and efficient access to α-SCF3 amino acids.
