Rh( <scp>ii</scp> )-catalysed <i>N</i> <sup>2</sup> -selective arylation of benzotriazoles and indazoles using quinoid carbenes <i>via</i> 1,5-H shift
Souradip Sarkar, Sourav Bhunya, Subarna Pan, Arnadeep Datta, Lisa Roy, Rajarshi Samanta
Abstract
An efficient Rh( ii )-catalyzed N 2 -selective arylation of benzotriazole and indazole is developed using diazonaphthoquinone. The reaction proceeds via nucleophilic addition of the N 2 (of the 1 H tautomer) center to quinoid-carbene followed by a 1,5-H shift.
Topics & Concepts
ChemistryCarbeneBenzotriazoleIndazoleNucleophileMedicinal chemistryCatalysisTautomerOrganic chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Cross-Coupling Reactions