Synthesis of Indazoles via N–N Bond-Forming Oxidative Cyclization from 2-Aminomethyl-phenylamines
Anna Schoeggl Toledano, Jacqueline Bitai, David Covini, Jale Karolyi‐Oezguer, Christian Dank, Helmut Berger, Andreas Gollner
Abstract
Herein we report a method for the synthesis of indazoles from readily available 2-aminomethyl-phenylamines via N–N bond-forming oxidative cyclization. Inspired by indazole formation initially observed as a side product by N. Coskun et al. we developed a robust protocol to access indazoles in all three tautomeric forms. The method selectively gives access to various 2-substituted 2 H -indazoles which are frequently used in drug design, and we also demonstrated its applicability to less studied 3 H -indazoles.
Topics & Concepts
ChemistryIndazoleTautomerOxidative phosphorylationCombinatorial chemistryStereochemistryBiochemistryCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisSynthesis and Biological Evaluation