YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
脂環式ケトンの光化学反応
寺田 幸正中野 功一奥 照夫藤本 明岡田 寿太郎
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1976 年 96 巻 7 号 p. 919-922

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Photochemical reaction of 2-(1-cyclohexenyl) cyclohexanone (II) with formamide in tert-butanol afforded two cyclization products ; 1, 2, 3, 4, 4a, 7, 8, 9, 10, 10b-decahydro-6 (5H)-phenanthridinone (III) and 1, 2, 3, 4, 7, 8, 9, 10-octahydro-6 (5H)-phenanthridinone (IV). These two products (III and IV) were further dehydrogenated with sulfur to give the known compounds V and VI, respectively. On irradiation of 1, 2-cyclohexanedione (VIII) in acidic solution under various conditions, several dimerization products were obtained ; 4, 4', 5, 5', 6, 6'-hexahydro-2, 2'-dihydroxybiphenyl-3, 3'-dione (IX), perhydro-4a, -9a-epoxydibenzo-p-dioxin-5a, 10a-diol (X), perhydro-2, 3'; 2', 3-diepoxybiphenyl-2, 3, 3'-triol (XI), and an unknown compound (XII).

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