Dioxopyrrolines. XLVIII. : Regioselective Formation of Hydroindoles via Photochemical and Thermal Cycloaddition Reactions of 5-Aryl-4-ethoxycarbonyl-1H-pyrrole-2,3-dione with Isoprene

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概要

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• Photocycloaddition of 5-aryl-4-ethoxycarbonyl-1H-pyrrole-2,3-dione 1 with isoprene and thermolysis of the resulting exo-vinyl cyclobutanes 6 caused a ring enlargement reaction due to a 1,3-shift, giving rise to the hydroindoles 9,which were found to be regioisomeric to the hydroindoles 14 obtained as a major cycloadduct by the Diels-Alder reaction of the same addends. Thus, the two-step hydroindole synthesis, i.e., dioxopyrroline-diene photoannulation and thermolysis of the resulting vinyl cyclobutane, has a synthetic value in giving the product with the reverse regiochemistry to that of the Diels-Alder adduct.

• 公益社団法人日本薬学会の論文
• 1990-08-25

著者

• 津田 喜典

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 津田 喜典

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 佐野 武弘

  Showa College of Pharmaceutical Sciences.

• 堀口 よし江

  昭和薬大

• 津田 喜典

  金沢大薬

• 堀口 よし江

  Showa College of Pharmaceutical Sciences

• 神戸 末孝

  Showa College of Pharmaceutical Sciences

• 佐野 武弘

  Showa Pharmaceutical Univ. Tokyo Jpn

• 佐野 武弘

  Showa College Of Pharmaceutical Sciences

• 堀口 よし江

  Showa College Of Pharmaceutical Sciences University Of Kanazawa

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