15398-96-6Relevant academic research and scientific papers
Electrophilic Hypervalent Trifluoromethylthio-Iodine(III) Reagent
Yang, Xiao-Guang,Zhang, Chi,Zheng, Ke
supporting information, p. 2026 - 2031 (2020/03/24)
Herein we report the design and synthesis of hypervalent trifluoromethylthio-iodine(III) reagent 1 and the elucidation of its structure by NMR spectroscopy and X-ray crystallography. The trifluoromethylthiolation reactions of 1 with various nucleophiles were explored, and this compound was found to be a versatile electrophilic reagent for the transfer of a trifluoromethylthio group (-SCF3). The hydrogen-bonding mode responsible for the activation of 1 by the solvent 1,1,1,3,3,3-hexafluoro-2-propanol was investigated both experimentally and computationally.
Generation of trifluoromethyl thiolsulphonate through one-pot reaction of sulfonyl chloride and trifluoromethanesulfanylamides
Li, Yuewen,Qiu, Guanyinsheng,Wang, Hailong,Sheng, Jie
, p. 690 - 693 (2017/01/28)
A novel and efficient tandem reaction of sulfonyl chloride and trifluoromethylsulfanylamide is described here for the synthesis of various trifluoromethyl thiolsulphonates with a broad functional group tolerance. In the process, it is believed that sulfinate generated from sulfonyl chloride is a critical intermediate and the additive 4-methylbenzenesulfonic acid (p-TsOH) facilitates the formation of “CF3S+”. Electrophilic trifluoromethylthiolation of in situ generated sulfinate and “CF3S+” provides the final products.
One-pot method of preparing aryl sulfonic fluoroform thioester series compounds through one-pot method
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Paragraph 0041; 0042; 0043; 0044; 0045, (2016/11/17)
The invention discloses a one-pot method of preparing aryl sulfonic fluoroform thioester series compounds, and belongs to the technical field of organic chemistry.The method includes the two steps that 1, arylamine is adopted as a reaction substrate, tert-butyl nitrite is used as an oxidizing agent, and arylamine is oxidized into aryl diazonium salt in situ; 2, the aryl diazonium salt generated in situ is captured by SO2 and SCF3+, and the aryl sulfonic fluoroform thioester series compounds are obtained without separating and purifying a reaction intermediate.By means of the method and a cascade reaction strategy, aryl sulfonic fluoroform thioester can be synthesized from arylamine through the one-pot method.The one-pot cascade reaction is mild in condition, wide in substrate applicability, easy to operate, low in cost, high in product purity and suitable for large-scale preparation, few side products are generated, and separation and purification are convenient.
Structure-reactivity relationship of trifluoromethanesulfenates: Discovery of an electrophilic trifluoromethylthiolating reagent
Shao, Xinxin,Xu, Chunfa,Lu, Long,Shen, Qilong
, p. 3012 - 3021 (2015/03/30)
A family of electrophilic trifluoromethanesulfenates was prepared. Structure-reactivity relationship studies showed that the substituted groups on the aryl ring of the trifluoromethylthiolating reagent did not have an obvious influence on their reactivities. A simplified electrophilic trifluoromethylthiolating reagent 1c was then identified that can react with a wide range of nucleophiles such as Grignard reagents, arylboronic acids, alkynes, indoles, β-ketoesters, oxindoles, and sodium sulfinates under mild reaction conditions. A variety of functional groups were tolerated under these conditions.
