Oxidation reactions are powerful tools for synthesis because they allow us to reverse the polarity of electron-rich functional groups, generate highly reactive intermediates, and increase the functionality of molecules. For this reason, oxidation reactions have been and continue to be the subject of intense study. Central to these efforts is the development of mechanism-based strategies […]
Category: 2017
Insights into the Mechanism of Anodic N-N Bond Formation by Dehydrogenative Coupling
The electrochem. synthesis of pyrazolidine-3,5-diones and benzoxazoles by N-N bond formation and C,O linkage, resp., represents an easy access to medicinally relevant structures. Electrochem. as a key technol. ensures a safe and sustainable approach. We gained insights in the mechanism of these reactions by combining cyclovoltammetric and synthetic studies. The electron-transfer behavior of anilides and […]
Electrochemical synthesis of benzoxazoles from anilides – a new approach to employ amidyl radical intermediates
A novel electrochemical method for the synthesis of benzoxazoles from readily available anilides is reported. Various functionalities are tolerated and good yields can be achieved. By employing common electrode materials and a simple constant current protocol, this method is an attractive new alternative to conventional pathways. Tile Gieshoff, Anton Kehl, Dieter Schollmeyer, Kevin D. Moeller […]