生理活性物質を指向した含フッ素複素環類の合成—フルオロ酢酸エチルおよび含フッ素ビニルシランの利用

抄録

The incorporation of fluorine into heterocyclic compounds has a great impact on the electron distributional profile to change the character of permanent dipole moment, pK_a constant of heteroatoms and hydrogen bonding pattern. The technique has been often used for drug discovery process to control pharmacological properties of the parent compounds. Fluorinated β-lactams, aziridines and α,β-unsaturated-δ-lactones are considered as important motifs possible to modify their enzyme inhibition activity. Fluorinated quinolines are understood as privileged structure of antibacterial, antimalarial and anti-inflammatory medicines. These fluorinated heterocycles are now becoming the topics of recent organic synthesis and medicinal chemistry, while the synthetic approaches remain challenging. In this paper, we would like to introduce our recent progress to exploit such approaches for the fluorinated bioactive heterocycles by the use of ethyl bromodifluoroacetate, ethyl dibromofluoroacetate and fluorine-containing vinylsilanes.