Oxidation of Cycloalkan[b]indoles with Iodine Pentoxide(I_2O_5)(Organic,Chemical)

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概要

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• Oxidation of cycloalkan[b]indoles (3) with iodine pentoxide (I_2O_5) in 80% aqueous tetrahydrofuran (THF) at room temperature regioselectively afforded 6-oxocycloalkan[b]indoles (4) in various yields. The yield of this oxidation depends on the size of the ring fused with the indole nucleus. The essential reaction species is I_2O_5, not HIO_3, which might be generated by hydrolysis of I_2O_5 in the aqueous reaction medium. Oxidation of 1-hydroxytetrahydrocarbazole (5) under the above conditions afforded spiro oxindoles 6 and 7 in 36 and 39% yields, respectively, accompanied with only a trace of 1-oxotetrahydrocarbazole (4a).

• 公益社団法人日本薬学会の論文
• 1987-12-25

著者

• 伴 義雄

  School Of Pharmaceutical Science Toho University

• 吉田 清史

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 後藤 二郎

  Faculty. Of Pharmaceutical Sciences Hokkaido University

• 吉田 清史

  北大・薬:(現)明治制菓(株)中央研究所

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