A Novel Push-Pull Diels-Alder Diene : Reactions of 4-Alkoxy- or 4-Phenylsulfenyl-5-chalcogene-substituted 1-Phenylpenta-2,4-dien-1-one with Electron-Deficient Dienophiles

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概要

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• 5-(Phenylselenenyl)- and 5-(phenylsulfenyl)-4-ethoxy-1-phenyl-2,4-pentadien-1-ones (2) and (3) underwent [4+2] cycloaddition with N-methyl and N-phenylmaleimides and successive isomerization to give the 7-beazoyl-3a,4,5,7a-tetrahydro-1H-isoindole-1,3(2H)-diones 5, 8 and 9 in good yields. The 4-ethoxy group on the 2,4-peata-dien-1-one was found to be effective to facilitate the cycloaddition with dienophiles. We also performed other [4+2] cycloadditions of 2,4-pentadien-1-ones with DMAD or naphthoquinone.

• 社団法人日本薬学会の論文
• 2002-11-01

著者

• Muraoka Osamu

  School of Pharmacy, Kinki University

• Tanabe Genzoh

  School of Pharmacy, Kinki University

• YOSHIMATSU Mitsuhiro

  Department of Chemistry, Faculty of Education, Gifu University

• HIBINO Masaru

  Department of Chemistry, Faculty of Education, Gifu University

• ISHIDA Masaru

  Department of Chemistry Faculty of Engineering Sciences, Gifu University

• Tanabe Genzoh

  School Of Pharmacy Kinki University

• Tanabe Genzoh

  School Of Pharmaceutical Sciences Kinki University

• Hibino M

  Department Of Chemistry Faculty Of Education Gifu University

• Hibino Masaru

  Department Of Chemistry Faculty Of Education Gifu University

• Ishida M

  Department Of Chemistry Faculty Of Engineering Sciences Gifu University

• Ishida Masaru

  Department Of Chemistry Faculty Of Engineering Gifu University

• Muraoka Osamu

  Department Of Pharmacology Osaka University School Of Medicine

• Muraoka Osamu

  School Of Pharmaceutical Sciences Kinki University

• Muraoka Osamu

  School Of Pharmacy Kinki Univ.

• Muraoka Osamu

  School Of Pharmacy Kinki University

• Yoshimatsu Mitsuhiro

  Dep. Of Chemistry Fac. Of Education Gifu Univ.

• Yoshimatsu Mitsuhiro

  Department Of Chemistry Faculty Of Education Gifu University

• Tanabe G

  Faculty Of Pharmaceutical Sciences Kinki University

• Yoshimatsu M

  Dep. Of Chemistry Fac. Of Education Gifu Univ.

• Ishida Masaru

  Department Of Cardiovascular Surgery Sakurabashi Watanabe Hospital

• Ishida Masaru

  Department of Cardiovascular Medicine, Akita University Graduate School of Medicine, Japan

• Ishida Masaru

  Department of Cardiovascular Medicine, Akita University Graduate School of Medicine

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