129946-88-9 | 5-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate

CAS:129946-88-9 | 5-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate ,Description

5-(Trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate (5-TFDBTMS) is an organic compound belonging to the class of dibenzothiophenium trifluoromethanesulfonates. It is a colorless, odorless, and non-toxic compound that has been studied for its potential applications in various scientific research areas. 5-TFDBTMS has been used in a variety of fields such as catalysis, organic synthesis, and drug discovery. It has been demonstrated to possess unique properties that make it an attractive reagent for a variety of applications. In 
 

Scientific Research Applications

• Drug Design: This compound is a versatile reagent for introducing the bioisosteric 1,1,2-trifluoroethylene linker in drug-like structures, which is significant for new drug design (Feng et al., 2022).
• Catalysis: It acts as a highly active Lewis acid catalyst for acylation of alcohols with acid anhydrides and esterification of alcohols by carboxylic acids (Ishihara et al., 1996).
• Biological Research: This aromatic disulfide is useful for determining sulfhydryl groups in biological materials and for splitting disulfide bonds in blood (Ellman, 1959).
• Electrophilic Alkynylation: Shows potential as an alternative to EBX reagents for electrophilic alkynylation, demonstrating broad substrate scope and functional-group tolerance (Waldecker et al., 2018).
• Aminating Reagents: Can be synthesized in one-pot processes and used as electrophilic aminating reagents for selective transfer to organic substrates (Li et al., 2021).
• Cyclisation Processes: Serves as novel terminators of cationic cyclisations, enabling efficient formation of polycyclic systems (Haskins & Knight, 2002).
• Friedel-Crafts Reactions: Utilized in Friedel-Crafts reactions of acyl trifluoromethanesulfonates and cyclic acylsulfonium cations for generating benzothiepinones (Rao & Vallée, 2016) .
• Synthesis and Reactivity: New electrophilic trifluoromethylating agents have been developed from this compound, improving synthesis, properties, reactivity, and applications (Umemoto et al., 2017).
• Electrophilic Trifluoromethylation: Offers a versatile approach for fluoroalkylation of organic compounds with potential applications in biological research (Barata‐Vallejo et al., 2014) .
• Peptide-Based Drug Discovery: The Umemoto reagent derived from this compound allows for direct chemoselective 18F-labeling of unmodified peptides at the thiol cysteine residue, offering potential for peptide-based drug discovery (Verhoog et al., 2018).

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