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Synthesis of Indazoles via N–N Bond-Forming Oxidative Cyclization from 2‑Aminomethyl-phenylamines

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Version 2 2024-02-06, 18:26
Version 1 2024-02-05, 16:13
journal contribution
posted on 2024-02-06, 18:26 authored by Anna Schoeggl Toledano, Jacqueline Bitai, David Covini, Jale Karolyi-Oezguer, Christian Dank, Helmut Berger, Andreas Gollner
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 2H-indazoles which are frequently used in drug design, and we also demonstrated its applicability to less studied 3H-indazoles.

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