Decarboxylative Route to Organofluorine Compounds
| Project/Area Number |
25288044
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Partial Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Gunma University |
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Principal Investigator |
Amii Hideki 群馬大学, 理工学府, 教授 (00284084)
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| Co-Investigator(Kenkyū-buntansha) |
園山 正史 群馬大学, 大学院理工学府, 教授 (40242242)
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| Project Period (FY) |
2013-04-01 – 2017-03-31
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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥18,720,000 (Direct Cost: ¥14,400,000、Indirect Cost: ¥4,320,000)
Fiscal Year 2015: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2013: ¥10,270,000 (Direct Cost: ¥7,900,000、Indirect Cost: ¥2,370,000)
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| Keywords | 有機合成化学 / フッ素 / 脱炭酸 / 炭素―炭素結合形成 / ヘテロ元素化合物 / ラジカル反応 / 脱炭酸反応 / カルバニオン / フッ素官能基 |
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| Outline of Final Research Achievements |
Fluorine-containing organic molecules play a pivotal role in the remarkable progress of medicinal, agricultural, and material sciences. Difluoromethylene compounds have been considerable synthetic targets because of their wide utility. Among them, difluoromethylated aromatic compounds (Ar-CF2-R) have received a great deal of attention in the design of bioactive molecules. Previously, we reported the reaction sequence involving cross-coupling and decarboxylation to afford difluoromethyl aromatics (Ar-CF2H). Herein we developed versatile decarboxylative transformations for the synthesis of aromatic compounds bearing functionalized difluoromethyl groups. Upon heating in DMSO or NMP at 170 °C with CuI, potassium 2-aryl-2,2-difluoroacetates underwent decarboxylation to generate aryldifluoromethyl anions (ArCF2-), which reacted with electrophiles to afford a variety of gem-difluoromethylene compounds in moderate to good yields.
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Report
(5 results)
Research Products
(86 results)
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[Journal Article] Physicochemical Studies of Bacteriorhodopsin Reconstituted in Partially Fluorinated Phosphatidylcholine Bilayers2013
Author(s)
Yoshino, M., Kikukawa, T., Takahashi, H., Takagi, T., Yokoyama, Y., Amii, H., Baba, T., Kanamori, T., Sonoyama, M.
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Journal Title
J. Phys. Chem. B
Volume: 117
Issue: 18
Pages: 5422-5429
DOI
Related Report
Peer Reviewed
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