Synthesis of 3‐(Phenylcarbonyl)‐1 H ‐indazole Derivatives through Intramolecular Cyclization under Mild Conditions

The synthesis of 3‐(phenylcarbonyl)‐1 H ‐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 tri...

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Veröffentlicht in:Asian journal of organic chemistry 2022-11, Vol.11 (11)
Hauptverfasser: Kuroyanagi, Sota, Kikuchi, Shumpei, Sumikoshi, Shunsuke, Uwano, Mizuho, Chiba, Takayuki, Yamakado, Ryohei, Okada, Shuji
Format: Artikel
Sprache:eng
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Zusammenfassung:The synthesis of 3‐(phenylcarbonyl)‐1 H ‐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)‐1 H ‐indazole derivatives exhibited interesting optical properties including phosphorescence, which was verified by theoretical calculations.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202200423