Art

J-GLOBAL ID：200902149709642079   Reference number：01A0404872

Synthesis of Phenanthridones Using Diels-Alder Reactions of 4-Substituted 2(1H)-Quinolones Acting as Dienophiles.

ジエノフィルとして振舞う4-置換-2(1H)-キノロン類のDiels-Alder反応を用いるフェナントリドン類の合成

Author (6)： FUJITA R (Tohoku Pharmaceutical Univ., Sendai, JPN) ,  WATANABE K (Tohoku Pharmaceutical Univ., Sendai, JPN) ,  YOSHISUJI T (Tohoku Pharmaceutical Univ., Sendai, JPN) ,  MATSUZAKI H (Tohoku Pharmaceutical Univ., Sendai, JPN) ,  YARIGAYA Y (Kitasato Univ., Tokyo, JPN) ,  HONGO H (Tohoku Pharmaceutical Univ., Sendai, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 49  Issue： 4  Page： 407-412  Publication year： Apr. 01, 2001 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *Diels-Alder reaction ,...

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JST classification (2)： Other condensed derivatives of pyridine  (CF07097Y) ,  Addition reaction,elimination reaction  (CF02030M)

Substance index (22)： 1-Methyl-2-oxo-1,2-dihydroquinoline-4-carboxylic acid methyl ester ,  1-Methyl-4-cyanoquinoline-2(1H)-one ,  1-Methyl-4-acetyl-1,2-dihydroquinoline-2-one ,  1-Methyl-4-benzoyl-1,2-dihydroquinoline-2-one ,  1-Methyl-2-oxo-1,2-dihydroquinoline-4-carbaldehyde ,  3-(Trimethylsiloxy)-1-methoxy-1,3-butadiene ,  2-Trimethylsilyloxy-1,3-butadiene ,  (6aS)-5-Methyl-6,8-dioxo-5,6,6aα,7,8,10a-hexahydrophenanthridine-10aα-carboxylic acid methyl ester ,  (6aS)-5-Methyl-6,8-dioxo-5,6,6aα,7,8,10a-hexahydrophenanthridine-10aα-carbonitrile ,  (6aS)-5-Methyl-10aα-acetyl-5,6,6aα,7,8,10a-hexahydrophenanthridine-6,8-dione ,  (6aS)-5-Methyl-10aα-benzoyl-5,6,6aα,7,8,10a-hexahydrophenanthridine-6,8-dione ,  (6aS)-5-Methyl-6,8-dioxo-10α-methoxy-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-10aα-carboxylic acid methyl ester ,  (6aS)-5-Methyl-6,8-dioxo-10β-methoxy-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-10aα-carboxylic acid methyl ester ,  (6aS)-5-Methyl-6,8-dioxo-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-10aα-carboxylic acid methyl ester ,  (6aS)-5-Methyl-6,8-dioxo-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-10aα-carbonitrile ,  (6aS)-5-Methyl-10aα-acetyl-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-6,8-dione ,  (6aS)-5-Methyl-10aα-benzoyl-5,6,6aα,7,8,9,10,10a-octahydrophenanthridine-6,8-dione ,  1-Methyl-4-(4-oxo-3,4-dihydro-2H-pyran-2-yl)-1,2-dihydroquinoline-2-one ,  2,3-Dimethyl-1,3-butadiene ,  2,3-Dimethoxy-1,3-butadiene ,  (6aS)-5,8,9-Trimethyl-6-oxo-5,6,6aα,7,10,10a-hexahydrophenanthridine-10aα-carboxylic acid methyl ester ,  (6aα)-5,6,7,10-Tetrahydro-8,9-dimethoxy-5-methyl-6-oxophenanthridine-10aα(6aH)-carboxylic acid methyl ester

Reference (31)：

• 1) a) Mittasch A., J. Prakt. Chem., 68, 103-105 (1903)
•  b) Cook D.J., Bowen R.E., Sorter P., Daniels E., J. Org. Chem., 26, 4949-4955 (1961)
•  c) Tomisawa H., Watanabe M., Fujita R., Hongo H., Chem. Pharm. Bull., 18, 919-924 (1970)
•  d) Tomisawa H., Kobayashi Y., Hongo H., Fujita R., ibid., 18, 923-936 (1970)
•  e) Tomisawa H., Fujita R., Hongo H., Kato H., ibid., 22, 2091-2096 (1974)

Terms in the title (4)： ジエノフィル ,  置換 ,  キノロン類 ,  Diels-Alder反応