Copper-Catalyzed Trifluoromethylthiolation of Di(hetero)aryl-λ3-iodanes: Mechanistic Insight and Application to Synthesis of (Hetero)Aryl Trifluoromethyl Sulfides was written by Saravanan, Perumal;Anbarasan, Pazhamalai. And the article was included in Advanced Synthesis & Catalysis in 2015.Synthetic Route of C17H18F3IO3S The following contents are mentioned in the article:
The direct and regioselective copper/S-Phos-catalyzed trifluoromethylthiolation of sym. and unsym. di(hetero)aryl-λ3-iodanes has been accomplished for the synthesis of various (hetero)aryl trifluoromethyl sulfides employing readily accessible silver trifluoromethylthiolate (AgSCF3) as nucleophilic trifluoromethylthiolating reagent. The developed transformation tolerates various functional groups like nitrile, enolizable ketone, ester, nitro and free carboxylic acid. Interestingly, the formal trifluoromethylthiolation of arenes was also achieved through integration of the synthesis of diaryl-λ3-iodanes from arenes with the trifluoromethylthiolation. Mechanistic investigations did not favor the radical formation and SET pathway. Based on the variable temperature 19F NMR spectroscopy, isolation of the most relevant catalytic intermediate, and stoichiometric studies supported the Cu(I)/Cu(III) catalytic cycle, wherein the oxidative addition of diaryl-λ3-iodanes was assisted by the silver salt. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Synthetic Route of C17H18F3IO3S).
Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Synthetic Route of C17H18F3IO3S
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com