Dehydrogenative N−N Coupling and Facile Synthesis of Cobalt Complexes Supported by Tetrazene Based Ligand: Synthesis of Quinolines and Quinazolinones via Activation of Alcohols
Sheela Kumari, Ankur Maji, Rahul Chauhan, Virendra K. Chaudhary, Tapasya Kush, Mayank Joshi, Angshuman Roy Choudhury, Kaushik Ghosh
Abstract
Abstract Herein we first report the unprecedented synthesis of tetrazene‐based cobalt complexes using unusual coupling of amines via dehydrogenation. These cobalt complexes were employed for dehydrogenative coupling reactions to synthesize N‐heterocycles (quinoline, and quinazolinone). Based on control experiments and IR identification of intermediates, we proposed a plausible reaction mechanism. Synthesis protocols were utilized for preparative scale synthesis and biologically active molecule (±)‐galipinine synthesis.
Topics & Concepts
ChemistryCobaltLigand (biochemistry)Combinatorial chemistryCoupling (piping)Organic chemistryMedicinal chemistryReceptorBiochemistryMechanical engineeringEngineeringAsymmetric Hydrogenation and CatalysisQuinazolinone synthesis and applicationsCatalytic C–H Functionalization Methods