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Synthesis of cyclic β-fluoroamines cycliques from rearrangement of β aminoalcohols & Tandem reactions via iridium catalyzed hydrogen transfer
- Bruno Anxionnat, doctorant PhD student Crédits : ESPCI ParisTech
Thanks to its properties (size, electronegativity, …), the introduction of a fluorine atom or a fluorinated group on a molecule can modulate its physical and chemical properties and thus its activity. Today, 20% of the prescribed drugs possess a fluorine atom, but the fluorinated compounds are also present in the agrochemistry and materials.
In the first part, the new techniques to introduce a quaternary fluorine in a selective way were described. Then the results concerning the rearrangement of cyclic β-amino alcohols into cyclic β-fluoroamines induced by DAST, recently developed in our Laboratory. This rearrangement was applied to the synthesis of fluorinated compounds which possess original moieties.
In the second part, the results concerning the iridium catalyzed tandem reactions was presented independently of the previous subject. After a bibliographic part, the conditions set up of α alkylations of nitriles and esters by alcohols were discussed. These conditions allowed the synthesis of a diversity of heterocyclic polysubstituted molecules.