Art

J-GLOBAL ID：200902174702018170   Reference number：01A0078069

Synthesis of Methoxy-2-quinolones via Pummerer-type Cyclization of N-Aryl-N-methyl-3-(phenylsulfinyl)propionamides.

N-アリール-N-メチル-3-(フェニルスルフィニル)プロピオンアミドのPummerer型環化反応を経由するメトキシ-2-キノロン類の合成

Author (7)： TODA J (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SAKAGAMI M (Showa Pharmaceutical Univ., Tokyo, JPN) ,  GOAN Y (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SIMAKATA M (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SAITOH T (Showa Pharmaceutical Univ., Tokyo, JPN) ,  HORIGUCHI Y (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SANO T (Showa Pharmaceutical Univ., Tokyo, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 48  Issue： 12  Page： 1854-1861  Publication year： Dec. 01, 2000 
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： *nitrogen heterocyclic compound ,...

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JST classification (2)： Quinolines,isoquinolines  (CF07096H) ,  Cyclization reaction,ring-opening reaction  (CF02050I)

Substance index (40)： Aniline ,  3,5-Dimethoxyaniline ,  3,4-Dimethoxyaniline ,  2,5-Dimethoxyaniline ,  2,4-Dimethoxyaniline ,  2,3-Dimethoxyaniline ,  3,4,5-Trimethoxyaniline ,  3-(Phenylthio)propionic acid chloride ,  N-(3,5-Dimethoxyphenyl)-3-(phenylthio)propionamide ,  N-Methyl-N-(3,5-dimethoxyphenyl)-3-(phenylthio)propionamide ,  N-Methyl-N-(3,5-dimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-(3,4-dimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-(2,5-dimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-(2,4-dimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-(2,3-dimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-(3,4,5-trimethoxyphenyl)-3-(phenylsulfinyl)propionamide ,  N-Methyl-N-phenyl-3-(phenylsulfinyl)propionamide ,  (E)-N-Methyl-N-(3,5-dimethoxyphenyl)-3-(phenylthio)acrylamide ,  (Z)-N-Methyl-N-(3,5-dimethoxyphenyl)-3-(phenylthio)acrylamide ,  1-Methyl-4-(phenylthio)-5,7-dimethoxy-1,2,3,4-tetrahydroquinoline-2-one ,  1-Methyl-5,7-dimethoxy-1,2-dihydroquinoline-2-one ,  1-Methyl-6,7-dimethoxyquinoline-2(1H)-one ,  1-Methyl-5,8-dimethoxy-1,2-dihydroquinoline-2-one ,  1-Methyl-6,8-dimethoxyquinoline-2(1H)-one ,  1-Methyl-7,8-dimethoxy-1,2-dihydroquinoline-2-one ,  1-Methyl-5,6,7-trimethoxy-1,2-dihydroquinoline-2-one ,  1-Methylquinolin-2(1H)-one ,  N-(3,5-Dimethoxyphenyl)-N-[3-(phenylsulfinyl)propyl]formamide ,  4-(Phenylthio)-5,7-dimethoxy-1,2,3,4-tetrahydroquinoline-1-carbaldehyde ,  N-(3,5-Dimethoxyphenyl)-3-(phenylthio)acrylamide ,  N-(2,3-Dimethoxyphenyl)-3-(phenylthio)acrylamide ,  N-(4-Methoxyphenyl)-3-(phenylthio)acrylamide ,  N-(3-Methoxyphenyl)-3-(phenylthio)acrylamide ,  N-(2-Methoxyphenyl)-3-(phenylthio)acrylamide ,  N-Methyl-N-(4-methoxyphenyl)-3,3-bis(phenylthio)propionamide ,  N-Methyl-N-(2-methoxyphenyl)-3,3-bis(phenylthio)propionamide ,  7,8-Dimethoxy-1,2-dihydroquinoline-2-one ,  6-Methoxyquinolin-2(1H)-one ,  7-Methoxy-1,2-dihydroquinoline-2-one ,  5-Methoxyquinolin-2(1H)-one

Reference (16)：

• KENNEDY, M. Comprehensive Organic Chemistry. 1991, 7, 193-216
• PADWA, A. Synthesis. 1997, 1353-1377
• SHINOHARA, T. Chem.Pharm.Bull. 1997, 45, 813-819
• SHINOHARA, T. Chem.Pharm.Bull. 1998, 46, 918-927
• SHINOHARA, T. Heterocycles. 1997, 46, 555-565

Terms in the title (3)： プロピオンアミド ,  環化反応 ,  2-キノロン