Synthesis of 3‐Aryl‐2‐methoxyinden‐1‐one (Z)‐Phenylhydrazones via Hydrobromic Acid‐Mediated Cyclization of 2‐(1‐Aryl‐2‐methoxyethenyl)benzaldehyde Phenylhydrazones |
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| Authors: | Kazuhiro Kobayashi Wataru Miyatani Naoki Matsumoto |
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| Institution: | Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4‐101 Koyama‐minami, Tottori 680‐8552, Japan, (phone/fax: +81‐857‐315263) |
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| Abstract: | 2‐(1‐Aryl‐2‐methoxyethenyl)benzaldehydes 2 , obtained by successive treatment of 1‐(1‐aryl‐2‐methoxyethenyl)‐2‐bromobenzenes 1 with BuLi and 1‐formylpiperidine, were transformed to the corresponding phenylhydrazones 3 on treatment with PhNHNH2. When these hydrazones were allowed to react with conc. HBr, cyclization, followed by dehydrogenation with air occurred, furnished 3‐aryl‐2‐methoxyinden‐1‐one (Z)‐phenylhydrazones 4 . |
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| Keywords: | Inden‐1‐one (Z)‐phenylhydrazones 3‐aryl‐2‐methoxy‐ Benzaldehydes 2‐(1‐aryl‐2‐methoxyethenyl)‐ Benzenes 1‐(1‐aryl‐2‐methoxyethenyl)‐2‐bromo‐ |
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