Intermolecular Redox-Neutral Carboamination of C–C Multiple Bonds Initiated by Transition-Metal-Catalyzed C–H Activation

Abstract

Carboamination of readily available feedstock-like alkenes, alkynes, and allenes has proven to be an efficient and powerful tool for the synthesis of diverse and valuable amine derivatives of relevance to medicinal chemistry, biochemistry, and material science. Among these developed carboamination methodologies, the direct use of the C–H activation strategy to leverage the carboamination process is particularly attractive due to the ubiquity of such bonds in organic molecules. In this review, we provide an overview of the development of intermolecular carboamination across C–C π-bonds initiated by C–H activation in a redox-neutral and nonannulative manner, with an emphasis on synthetic and mechanistic aspects. In principle, this review summarized these reactions with a key feature of involving an initial C–H metalation followed by an intermolecular migratory insertion into π-bonds and terminated by an electrophilic amination quenching, and thus, it is ordered by the sources of C- and N-based functionalities and further divided by π-compounds.