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Synthesis of 1 H -indazoles by an electrochemical radical C sp 2 -H/N-H cyclization of arylhydrazones.

Hao WanDongting LiHuadan XiaLiwen YangHesham AlhumadeHong YiAiwen Lei
Published in: Chemical communications (Cambridge, England) (2022)
The development of efficient and sustainable C-N bond-forming reactions to N-heterocyclic frameworks has been a long-standing interest in organic synthesis. In this work, we develop an electrochemical radical C sp 2 -H/N-H cyclization of arylhydrazones to 1 H -indazoles. The electrochemical anodic oxidation approach was adopted to synthesize a variety of 1 H -indazole derivatives in moderate to good yields. HFIP was not only employed as a solvent or the proton donor, but also can promote the formation of N free radicals. This synthetic methodology is operationally simple, and less expensive electrodes would be suitable for this chemistry.
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