1045823-07-1

Upstream product

• 83-34-1 3-Methylindole 
• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 
• 1584705-82-7 (((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane) 
• 719-98-2 N-((trifluoromethyl)thio)isoindoline-1,3-dione 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 56572-25-9 2-(trifluoromethylsulfonyl)-N-tert-butoxycarbonylhydrazine 
• 2926-29-6 Langlois reagent 
• 1640084-14-5 (((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane) 

Relevant academic research and scientific papers

Br?sted acid-catalyzed electrophilic trifluoromethylthiolation of indoles using thermally stable trifluoromethylthiolating reagent

A Br?sted acid-catalyzed electrophilic trifluoromethylthiolation of indoles under mild conditions is described. The reaction was insensitive to moisture and oxygen, that should allow for easy handling. In addition, the reaction is compatible with a variety of functional groups.

Transition-metal-free trifluoromethylthiolation of n-heteroarenes

A general and efficient methodology for the direct transition metal free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups. A pinch of salt: A general and efficient methodology for the direct transition-metal-free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups.

Transition metal-free direct trifluoromethylthiolation of indoles using trifluoromethanesulfonyl chloride in the presence of triphenylphosphine

A novel triphenylphosphine-mediated direct trifluoromethylthiolation of indole derivatives using trifluoromethanesulfonyl chloride as the SCF3 source was developed. Sodium iodide facilitated this transformation by generating iodine in situ which was found to accelerate this transformation. The use of a transition metal-free protocol, readily available reagents, and mild reaction conditions allowed this protocol to be easily scaled up.

Novel trifluoromethylthio reagent and application thereof

The invention relates to a novel trifluoromethylthiolation reagent and application thereof, to be more specific, at 70 DEG C, cuprous triflate and hydrochloric acid are used to catalyze 2-(trifluoromethyl sulfonyl) tert-butyl hydrazine formate and indole to be subjected to direct trifluoromethylthiolation for synthesizing a series of trifluoromethyl thio-substituted indole compounds. In the general structure formula, R1 is selected from hydrogen, methyl, hydroxyl, methoxyl, halogen and ester group; R2 is selected from hydrogen, methyl and phenyl; and R3 is selected from hydrogen and methyl. According to the preparation method disclosed by the invention, the 2-(trifluoromethyl sulfonyl) tert-butyl hydrazine formate easyto prepare in a large amount is used as a trifluoromethyl thio source, and the method is simple to operate.

Method for synthesizing trifluoromethyl sulfidethioetherified indole derivatives

The invention discloses a method for synthesizing trifluoromethyl sulfidethioetherified indole derivatives. The method comprises the steps of: performing reaction of sodium trifluoromethylsulfinate with indole derivatives in a solvent in which phosphorus trichloride is uniformly distributed with phosphorus trichloride, wherein the reaction temperature is 60 DEG C and the reaction time is 0.33-10 hours. The mole ratio of sodium trifluoromethylsulfinate to the indole derivatives to phosphorus trichloride is (7.5-5):5:(7.5-5). The raw materials for the synthesis method provided by the invention is cheap and easy to be obtained. The trifluoromethyl sulfidethioetherification reagent used is sodium trifluoromethylsulfinate which is stable in chemical properties, cheap and easy to be obtained.

Transition-Metal-Free Direct Trifluoromethylthiolation and Trifluoromethylsulfoxidation of Electron-Rich Aromatics with CF3SO2Na in the Presence of PCl3

A new transition-metal-free route for the direct trifluoromethylthiolation and trifluoromethylsulfoxidation of electron-rich aromatics with CF3SO2Na in the presence of PCl3 was developed. Notably, PCl3 was used as a reducing and chlorination reagent. The transition-metal-free protocol utilized cheap and readily available reagents and exhibited good atom economy; therefore, it will serve as an alternative and practical strategy for the trifluoromethylthiolation and trifluoromethylsulfoxidation of electron-rich aromatics.

Transition-metal-free direct trifluoromethylthiolation of electron-rich aromatics using CF3SO2Na in the presence of PhPCl2

A novel transition metal-free route for the direct trifluoromethylthiolation of electron-rich aromatics using CF3SO2Na in the presence of PhPCl2 was developed. More specifically, PhPCl2 was used as both a reducing and a chlorinating reagent for the first time in this CF3SO2Na-based trifluoromethylthiolation reaction. The absence of transition metals and the use of cheap and readily available reagents render this method an alternative and practical strategy for the trifluoromethylthiolation of electron-rich aromatics.

Electrophilic aromatic trifluoromethylthiolation with the second generation of trifluoromethanesulfenamide

Direct trifluoromethylthiolation of various aromatic and heteroaromatic compounds, variously substituted, can be performed with the second generation of trifluoromethanesulfenamide via a 'Friedel-Crafts-like reaction'. This reaction requires mild conditions with a catalytic amount of protic or Lewis acid. Good results have been obtained, even with aromatic compounds bearing deactivating substituents.

Electrophilic aromatic trifluoromethylthiolation with the second generation of trifluoromethanesulfenamide

Direct trifluoromethylthiolation of various aromatic and heteroaromatic compounds, variously substituted, can be performed with the second generation of trifluoromethanesulfenamide via a 'Friedel-Crafts-like reaction'. This reaction requires mild conditions with a catalytic amount of protic or Lewis acid. Good results have been obtained, even with aromatic compounds bearing deactivating substituents.

Structure-reactivity relationship of trifluoromethanesulfenates: Discovery of an electrophilic trifluoromethylthiolating reagent

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.