Nouvelles réactions d'aminofonctionnalisation d'alcènes

Aliphatic amines are at the core of fine chemical synthesis. They feature in more than 40 % of drug molecules but are also versatile precursors for constructing more complex bioactive molecules, natural products, and polymers. This dissertation describes the development of a general method for the rapid construction of β-arylethylamine and 1,2-vicinal diamine scaffolds from styrenes, hydroxylammonium triflate salts and different nucleophiles. Compared to previous approaches, this new sequential one pot/two-step protocol enables the modular construction of densely functionalized molecules in which one of the nitrogen functionalities is a primary aliphatic amine. This method accommodates a broad range of nucleophiles such as (hetero)aromatics, amines or thiols as well as bioactive molecules. This thesis also describes the development of new precursors of N-centered radicals such as N-benzylhydroxylamines and their application in the synthesis of tetrahydroquinolines. In contrast to the classical Povarov reaction, the new methodology accommodates electron-deficient and aliphatic alkenes, thereby expanding the chemical space of available tetrahydroquinoline scaffolds.