| Project/Area Number |
04555204
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| Research Category |
Grant-in-Aid for Developmental Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
有機工業化学
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| Research Institution | Okayama University |
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Principal Investigator |
UNEYAMA Kenji Department of Applied Chemistry, Okayama University, Professor, 工学部, 教授 (00033150)
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| Co-Investigator(Kenkyū-buntansha) |
SAKAI Takashi Department of Applied Chemistry, Okayama University, Associate Professor, 工学部, 助教授 (00170556)
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| Project Period (FY) |
1992 – 1994
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| Project Status |
Completed (Fiscal Year 1994)
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| Budget Amount *help |
¥11,000,000 (Direct Cost: ¥11,000,000)
Fiscal Year 1994: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 1993: ¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1992: ¥7,800,000 (Direct Cost: ¥7,800,000)
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| Keywords | Fluoro-compound / Fluorination / Electrolysis / スピロジアザカルボサイクル / トリフルオロメチルベンゾイミダゾール / いもち病 / キノロンカルボン酸 / フッ素化 / フッ素化合物 / トリフルオロメチル / トリフルオロアセトイミドイル |
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| Research Abstract |
Trifluoroacetimidoyl metals (Li, Zn, Pd, Si) and telluride (1) have been prepared as precursors for the trifluoroacetimidoyl carbanion and the corresponding radicals and have been employed for the syntheses of fluorinated nitrogen heterocycles. Photolysis of the telluride and the iodide leads to homolytic cleavage of the C-Te and C-I bonds to generate the desired trifluoroacetimidoyl radical which undergoes intramolecular cyclization. The reaction provided 3-oxy-2-trifluoromethyl indols (3) , (5) . Meanwhile, palladium catalyzed carboalkoxylation of the trifluoroacetimidoyl iodides and subsequent alkylation and hydrogenation provided various kinds of fluorinated alpha-aminoacids. Optical active trifluoroalanine (2) was synthesized. Lithium-iodine exhange reaction of the iodides generated the acetimidoyl lithium which is stable below -65ﾟC and alkylated. By these newly developed methods, some interesting heterocycles (3) - (6) have been synthesized.
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