Cycloadditions in Syntheses. XXXII. Intramolecular Photocycloaddition of 4-(ω-Alkenyloxy)quinolin-2(1H)-one: Synthesis of 2-Substituted Cyclobuta[c]quinolin-3(4H)-ones(Organic,Chemical)

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概要

• 論文の詳細を見る

• Irradiation of 4-allyloxy-2-quinolone and 4-(pent-4-enyloxy)-2-quinolone gave corresponding cross and parallel adducts specifically, whereas 4-(but-3-enyloxy)-2-quinolone led to a mixture of cross and parallel adducts. Regioseleqtivity in these photoreactions was not affected by the introduction of substituents into 4(ω-alkenyloxy)-2-quinolones. These cross adducts were transformed to 2-substituted 1,2-dihydrocyclobuta[c]quinolin-3(4H)-ones, whose synthesis could not be achieved by using so-far known intermolecular photocyclo-addition of 4-alkoxy-2-quinolone to olefins (the Kaneko-Naito method). Preliminary experiments demonstrated that these 2-substituted derivatives could be used as synthons for 7,8-disubstituted phenanthridin-6(5H)-ones by an application of the benzocyclobutene method.

• 公益社団法人日本薬学会の論文
• 1987-01-25

著者

• 佐藤 雅之

  静岡県立大学薬学部

• 金子 主税

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 金子 主税

  Pharmaceutical Institute Medical Faculty University Of Tokyo

• 佐藤 雅之

  Pharmaceutical Institute, Tohoku University

• 内藤 俊彦

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 鈴木 健師

  Pharmaceutical Institute, Tohoku University

• 金子 主税

  Pharmaceutical Institute Tohoku University

• 鈴木 健師

  Pharmaceutical Institute Tohoku University

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