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**1-Benzyl-3-((trifluoromethyl)thio)-1H-indole** is a trifluoromethylthio-substituted indole derivative that can be synthesized through electrophilic trifluoromethylthiolation reactions. It has been prepared using methods such as CuCl-catalyzed oxidative sulfenylation of indoles with trifluoromethanesulfonyl hydrazides or via direct electrophilic trifluoromethylthiolation of N-benzyl indoles using AgSCF3 in the presence of KI/K2S2O8/I2. These reactions proceed with high regioselectivity, typically yielding the 3-substituted indole product. 1-benzyl-3-((trifluoromethyl)thio)-1H-indole is part of a broader class of trifluoromethylthioethers, which are of interest due to the unique properties imparted by the SCF3 group.

1443036-47-2

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1443036-47-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1443036-47-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,4,4,3,0,3 and 6 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1443036-47:
(9*1)+(8*4)+(7*4)+(6*3)+(5*0)+(4*3)+(3*6)+(2*4)+(1*7)=132
132 % 10 = 2
So 1443036-47-2 is a valid CAS Registry Number.

1443036-47-2Downstream Products

1443036-47-2Relevant academic research and scientific papers

2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one: Another Utility for Electrophilic Trifluoromethylthiolation Reactions

Huang, Zhongyan,Okuyama, Kenta,Wang, Chen,Tokunaga, Etsuko,Li, Xiaorui,Shibata, Norio

, p. 188 - 191 (2016)

2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one (diazo-triflone) (2) is not only a building block but also a reagent. In this study, diazo-triflone, which was originally used for the synthesis of β-lactam triflones as a trifluoromethanesulfonyl

TfNHNHBoc as a SCF3 source for the sulfenylation of indoles

Guo, Jing-Yu,Dai, Rui-Han,Xu, Wen-Cong,Wu, Ruo-Xin,Tian, Shi-Kai

, p. 8980 - 8982 (2018)

An unprecedented use of trifluoromethanesulfonyl hydrazides as effective SCF3 sources has been established in the sulfenylation of indoles. A range of substituted indoles participated in CuCl-catalyzed oxidative sulfenylation reaction with TfNHNHBoc in the presence of dimethyl sulfoxide to furnish structurally diverse 3-indolyl trifluoromethyl thioethers in moderate to good yields with very high regioselectivity.

Direct electrophilic trifluoromethylthiolation of N-benzyl indoles using AgSCF3

Ma, Lan,Cheng, Xiu-Fen,Li, Yan,Wang, Xi-Sheng

, p. 2972 - 2975 (2016)

A novel electrophilic trifluoromethylthiolation reaction system has been developed with AgSCF3used directly as the SCF3source, in the presence of KI/K2S2O8/I2. Various N-benzylindoles have been trifluoromethylthiolated successfully with this system, and the mechanism of investigation showed an electrophilic reagent was generated in situ.

Method for preparing trifluoro-methylmercapto-substituted indole compound

-

Paragraph 0021; 0022; 0023; 0024, (2017/08/29)

The invention discloses a method for preparing a trifluoro-methylmercapto-substituted indole compound. The method comprises the following step: by taking trifluoro-methyl sodium sulfonate as a trifluoro-methylmercapto source and triphenylphosphine as a reducing agent, under the action of a visible light catalyst eosin Y, and enabling a substituted indole compound, the trifluoro-methyl sodium sulfonate and triphenylphosphine to react with N-chloro-o-phthalimide, thereby obtaining the trifluoro-methylmercapto-substituted indole compound. The method disclosed by the invention is simple, a trifluoro-methylmercapto reagent used in the method is low in toxicity, and no heating is needed in the preparation process, so that the energy can be saved, the environment can be protected, and direct trifluoro-methylmercapto reaction of a 3-position C (sp2)-H bond of an indole compound is achieved.

Transition-metal-free trifluoromethylthiolation of n-heteroarenes

Honeker, Roman,Ernst, Johannes B.,Glorius, Frank

supporting information, p. 8047 - 8051 (2015/05/27)

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.

Trifluoromethanesulfonyl hypervalent iodonium ylide for copper-catalyzed trifluoromethylthiolation of enamines, indoles, and β-keto esters

Yang, Yu-Dong,Azuma, Ayaka,Tokunaga, Etsuko,Yamasaki, Mikio,Shiro, Motoo,Shibata, Norio

supporting information, p. 8782 - 8785 (2013/07/26)

A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of t

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