In the last few years, mixed lithium-magnesium and lithium-zinc amides have been used to prepare several functionalized heterocycles and aromatic heterocycles. Quinolines have a highlighted position among heterocycles of fused rings. The quinoline scaffold can be found out in different compounds with biologic activities such as antimalarial, anticancer and others. Thus, this project aims to investigate the use of mixed lithium-magnesium amides (such as TMPMgCl*LiCl and TMP2Mg*2LiCl) and lithium-zinc amides (TMPZnCl*LiCl) in order to generate functionalized quinoline derivatives envisaging to obtain bioactive molecules. In addition to directed metalation reaction, we intend to study the synthesis of some quinoline derivatives by means of halogen-metal exchange reaction using i-PrMgCl*LiCl (turb-Grignard) in order to prepare chiral derivatives.Moreover, we intend to study directed remote metalation reaction as an interesting application to obtain complex quinoline derivatives. This methodology envisages to obtain polycyclic quinolines. All quinoline derivatives will be sent to biologic ativity evaluation in order to identify molecules as future drug candidates. Finally, reactions that present promising results will be investigated in microreactors of flow chemistry as a way to evaluate the potential of this technique to scale-up the developed methodologies as well as optimization of reaction parameters such as time, temperature and yield.
News published in Agência FAPESP Newsletter about the scholarship: