Fischer Indolization and Its Related Compounds. XXIII. Fischer Indolization of Ethyl Pyruvate 2-(2,6-Dimethoxyphenyl)phenylhydrazone

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概要

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• In order to clarify the mechanism of the abnormal Fischer indolization of 2-methoxyphenylhydrazones the Fischer indolization of ethly pyruvate 2-(2,6-dimethoxyphenyl)phenylhydrazone (6) was undertaken using ethanolic hydrogen chloride and zinc chloride as an acid catalyst. The cyclization was found to take place predominantly on the 2,6-dimethoxyphenyl nucleus to give the corresponding indoles, although the yields of indoles formed were low. Some non-indolic by-products were also produced which might give information about the mechanism of Fischer indolization. In particular, the formation of 3,5-dimethoxy-4-anilinobenzaldehyde (15) suggests that the first cyclization step in Fischer indolization could take place at the para position of phenylhydrazone as a side reaction.

• 公益社団法人日本薬学会の論文
• 1990-08-25

著者

• 石井 永

  Faculty of Pharmaceutical Sciences, Chiba University

• 渡辺 敏子

  千葉大院薬

• 渡辺 敏子

  School Of Pharmaceutical Sciences Toho University

• 石井 永

  Faculty Of Pharmaceutical Sciences Chiba University

• 村上 泰興

  School of Pharmaceutical Sciences, Toho University

• Mukarami Yukihisa

  Institute Of Natural Medicine Toyama Medical And Pharmaceutical University

• Murakami Yukihisa

  Division Of Medicinal Pharmacology Institute Of Natural Medicine Toyama Medical And Pharmaceutical U

• Murakami Yukihisa

  Research Institute For Wakan-yaku (traditional Sino-japanese Medicines)

• 秋山(旧姓近藤) 洋子

  Faculty of Pharmaceutical Sciences, Chiba University

• 杉浦(旧姓萩原) 孝夫

  Faculty Of Pharmaceutical Sciences Chiba University

• 秋山(旧姓近藤) 洋子

  Faculty Of Pharmaceutical Sciences Chiba University

• Watanabe Toshifumi

  Pharmaceutical Research Laboratories Ii Pharmaceutical Research Division Takeda Chemical Industries

• Watanabe T

  Chiba Univ. Chiba Jpn

• 市川 佳重

  Faculty of Pharmaceutical Sciences, Chiba University

• Watanabe Toshiko

  Faculty Of Pharmaceutical Sciences Chiba University

• Watanabe Toshihiro

  Institute For Drug Discovery Research Yamanouchi Pharmaceutical Co. Ltd.

• 市川 佳重

  Faculty Of Pharmaceutical Sciences Chiba University

• Murakami Y

  Department Of Bioactive Molecules National Institute Of Infectious Diseases

• Ishii H

  Faculty Of Pharmaceutical Sciences Tokushima Bunri University

• 村上 泰興

  School Of Pharmaceutical Science Toho University

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