Journal ArticleDOI
Direct Dehydroxytrifluoromethylthiolation of Alcohols Using Silver(I) Trifluoromethanethiolate and Tetra‐n‐butylammonium Iodide
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TLDR
An unprecedented reaction for the direct trifluoromethylthiolation and fluorination of alkyl alcohols using AgSCF3 and nBu4NI has been developed and is tolerant of different functional groups.Abstract:
An unprecedented reaction for the direct trifluoromethylthiolation and fluorination of alkyl alcohols using AgSCF3 and nBu4NI has been developed. The trifluoromethylthiolated compounds and alkyl fluorides were selectively formed by changing the ratio of AgSCF3/nBu4NI. This protocol is tolerant of different functional groups and might be applicable to late-stage trifluoromethylthiolation of alcohols.read more
Citations
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Journal ArticleDOI
Monofluorination of Organic Compounds: 10 Years of Innovation.
Pier Alexandre Champagne,Justine Desroches,Jean Denys Hamel,Mathilde Vandamme,Jean-François Paquin +4 more
Pd-Catalyzed Synthesis of Ar-SCF3 Compounds under Mild Conditions
TL;DR: This work hypothesized that a similar Pd-based system might allow for the formation of an aromatic C–SCF3 bond after the successful coupling of weak nucleophiles traditionally thought to be reluctant participants in the transmetalation or reductive elimination steps of a typical Pd(0)/Pd(II) catalytic cycle.
Journal ArticleDOI
Late stage trifluoromethylthiolation strategies for organic compounds.
TL;DR: Addition reactions of electrophilic reagents to double and triple bonds followed by ring-cyclizations will be shown to yield relevant CF3S-substituted heteroaromatic compounds with relevant pharmacological action.
Journal ArticleDOI
Direct Trifluoromethylthiolation of Unactivated C(sp3)H Using Silver(I) Trifluoromethanethiolate and Potassium Persulfate
TL;DR: Initial mechanistic investigations indicate that the reaction may involve a radical process in which K2 S2 O8 plays key roles in both the activation of the C(sp(3) )H bond and the oxidation of AgSCF3.
Journal ArticleDOI
Silver‐Mediated Oxidative Aliphatic C ? H Trifluoromethylthiolation
TL;DR: The first example of a practical and direct trifluoromethylthiolation reaction of unactivated aliphatic CH bonds employs a silver-based reagent and is operationally simple, scalable, and proceeds under aqueous conditions in air.
References
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