The
gold-catalyzed hydrofluorination reaction of internal alkynes
using hydrofluoric acid is reported. Notably, those conditions use
one of the most economical sources of HF and are free of additional
additives. Both symmetrical and unsymmetrical internal alkynes can
be utilized, and the use of alkynes bearing a fluorinated group at
the propargylic position as substrates allowed for a regioselective
hydrofluorination reaction.
The N-difluoromethyl triazolo-β-aza-ε-amino acid present in the core of peptides led to constrained conformations due to CH-F and NH-F interactions. Pseudotetrapeptides were obtained in excellent yields directly by click chemistry between azidodifluoroacetamides and alkynes, both linked to an amino acid. This work demonstrates that the N-difluoromethyltriazole scaffold can induce extended structures to β-strand mimics.
Optimized synthesis of fDT-DPP and related 3-fluorothiophene comonomers and application in highly fluorinated polymers obtained via direct heteroarylation polymerization.
The formation of an NCF3 bond or an NCF2R bond still remains scarce. An efficient direct electrophilic amination of fluoroalkyl groups was developed. Difluoroenoxysilanes reacted easily on azodicarboxylate derivatives. These results led to a novel family of NCF3 and NCF2 hydrazine derivatives.
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