Electrochemical Oxidative Phosphorylations of Glycine Derivatives with R2P(O)−H‐Containing Compounds via C(sp3)−H Functionalisation

Abstract

Herein, we report the development of transition-metal-catalyst- and external-oxidant-free electrochemical cross-coupling hydrogen-evolution chemistry involving glycine amides and diarylphosphine oxides. A broad range of biologically active α-aminophosphonates was obtained in moderate to good yields in a clean and sustainable manner. Moreover, the TBAB (tetrabutylammonium bromide) electrolyte was recycled four times without obvious loss of reaction activity. Moreover, this protocol was performed on the gram scale under slightly modified electrolytic conditions or in combination with continuous flow microreactor technology. Control experiments were used to disclose a possible free-radical mechanism. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.