Synthesis of 3‐(Phenylcarbonyl)‐1H‐indazole Derivatives through Intramolecular Cyclization under Mild Conditions
Asian Journal of Organic Chemistry(2022)
Abstract
The synthesis of 3‐(phenylcarbonyl)‐1H‐indazole derivatives via the intramolecular cyclization of triazene derivatives substituted by a 2‐(phenylethynyl)phenyl group at the position 3 was developed. The azonium salt, the key intermediate in the reaction, was prepared under mild conditions from trimethylsilyl iodide (TMSI) obtained from an in situ mixture of trimethylsilyl chloride (TMSCl) and sodium iodide (NaI). The obtained 3‐(phenylcarbonyl)‐1H‐indazole derivatives exhibited interesting optical properties including phosphorescence, which was verified by theoretical calculations.
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Key words
azonium,indazole,intramolecular cyclization,phosphorescence,transition metals free reaction
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