1 0 0 0 麻薬・大麻・覚せい剤鑑定用試薬
- 著者
- 永吉 剛 木本 茂
- 出版者
- 公益社団法人日本薬学会
- 雑誌
- ファルマシア (ISSN:00148601)
- 巻号頁・発行日
- vol.21, no.6, pp.511-514, 1985-06-01
1 0 0 0 OA Studies on Tertiary Amine Oxides. LXXI. Some Electrophilic Reactions of 1-Hydroxy-2-phenylindole
- 著者
- 永吉 剛 佐伯 清太郎 浜名 政和
- 出版者
- The Pharmaceutical Society of Japan
- 雑誌
- Chemical and Pharmaceutical Bulletin (ISSN:00092363)
- 巻号頁・発行日
- vol.29, no.7, pp.1827-1831, 1981-07-25 (Released:2008-03-31)
- 参考文献数
- 27
- 被引用文献数
- 4 5
Treatment of 1-hydroxy-2-phenylindole (1) with phosphoryl chloride-DMF gave 2-phenylindole-3-carboxaldehyde (2) in 70% yield. The reaction of 1 with quinoline 1-oxide (3) and benzoyl chloride in boiling chloroform produced 1-benzoyloxy-2-phenyl-3-(2-quinolyl) indole (5) and 1-hydroxy-2-phenyl-3-(2-quinolyl) indole (6). In the reaction using tosyl chloride instead of benzoyl chloride, 6 or 2-phenyl-3-(2-quinolyl) indole (8) was formed. These results demonstrate that the enehydroxylamine systems in 1 and 1-benzoyloxy-2-phenylindole (4) can behave as nucleophilic species as a result of enamine-like polarization.