At the core of organic synthesis lies the selective creation of chemical bonds between atoms, a process that remains a pivotal aspect of modern chemistry. While a range of methods is available, the search for new synthetic methodologies that are more selective towards fragile functional groups, more atom-efficient or that utilize, if possible, renewable feedstock remains a continuous endeavor.
The present manuscript details innovative synthetic methods employing radicals and organometallic derivatives as reaction intermediates, whether or not generated catalytically. A central tenet of our approach is the synergy between experimental and theoretical analysis to elucidate reaction mechanisms.
The work begins with radical and nucleophilic addition reactions to functionalize multiple bonds. A second section explores the range of reactivity of organometallic derivatives where the metal is used in stoichiometric quantities. The final chapter presents developments in the catalytic deoxygenation of inorganic and organic nitrogen oxides.
Two complementary projects are described at the end of this work: one uses nitrogen oxides as precursors for organic nitrogen derivatives, and the other develops catalyzed radical decarboxylative couplings of esters, mimicking the reactivity of organometallic derivatives from stable compounds.
Keywords: organic synthesis, radical chemistry, catalysis, deoxygenation, organometallic compounds