Fluorinated compounds have received growing interest for a large panel of applications. Accordingly, various fluorinated substituents have been screened to modulate the properties of targeted products. In particular, association of fluorinated groups with heteroatoms yields very specific properties.

New reagents for trifluoromethylthiolation reactions.

The trifluoromethylthio group has attracted particular attention, notably due to its specific electronic properties (Hammett constants σρ= 0.50, σm= 0.40; Swain–Lupton constants F = 0.36, R = 0.14) and its high lipophilicity (Hansch parameter πR=1.44). In the last years, growing efforts have been made to develop efficient reagents and strategies to synthesize trifluoromethylthiolated molecules, with a particular focus on direct approaches using “CF3S-donor reagents”.
In this context, we have developed a family of versatile reagents which can perform both electrophilic and nucleophilic trifluorometylations.

 

Electrophilic reactions :

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Nucleophilic reactions :

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New reagents for trifluoromethoxylation reactions.

The trifluoromethoxy (CF3O) group is also of interest in various application fields, in particular in life sciences.
We have developed to reagents able to perform nucleophilic trifluoromethoxylations.

 

Trifluoromethyl triflate (TFMT) :

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Dinitrotrifluoromethoxybenzene (DNTB) :

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