Development of dearomative reaction controlled by directing leaving group
Project/Area Number |
17K14453
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Research Category |
Grant-in-Aid for Young Scientists (B)
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Allocation Type | Multi-year Fund |
Research Field |
Organic chemistry
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Research Institution | Waseda University |
Principal Investigator |
MUTO Kei 早稲田大学, 理工学術院, 講師(任期付) (60778166)
|
Research Collaborator |
Komatsuda Masaaki
Kayashima Yuki
Yanagimoto Aika
Yamaguchi Junichiro
|
Project Period (FY) |
2017-04-01 – 2019-03-31
|
Project Status |
Completed (Fiscal Year 2018)
|
Budget Amount *help |
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2018: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2017: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
|
Keywords | 脱芳香族化 / 脂環式化合物 / ベンジルアルコール / 結合切断 / アリル化 / パラジウム / アリル / 芳香族アルコール / 有機合成化学 / 有機金属化学 / 触媒 |
Outline of Final Research Achievements |
We developed a Pd-catalyzed dearomative allylation of benzylphosphates as well as carbonates. Of note, this reaction can proceed by using aromatic substrates as a limiting reagent in a catalytic manner. The use of electron-rich triarylphosphine as a ligand accelerates reaction. We succeeded in the derivatization of dearomative products to synthesize valuable acyclic building block. Moreover, based upon this work, we also discovered dearomative allylations of other benzyl substrates.
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Academic Significance and Societal Importance of the Research Achievements |
芳香族化合物は無尽蔵に存在する、最も普遍的な構造体である。それらを脱芳香族的に官能基化し、三次元構造をもつ脂環式化合物を合成することができれば、これまで合成に多段階を要する、もしくは合成し得なかった分子群をてにすることができる。特に三次元構造をもつ化合物は医農薬において特異な生物活性を示すため、本研究の進展は有機合成分野のみならず創薬化学などへの波及効果も期待できる。
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Report
(3 results)
Research Products
(25 results)
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[Journal Article] Dibenzofuran Synthesis: Decarbonylative Intramolecular C‐H Arylation of Aromatic Esters2018
Author(s)
Okita, T.; Komatsuda, M.; Saito, A. N,; Hisada, T.; Takahara, T. T.; Nakayama, K. P.; Isshiki, R.; Takise, R.; Muto, K.; Yamaguchi, J.
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Journal Title
Asian J. Org. Chem.
Volume: 7
Issue: 7
Pages: 1358-1361
DOI
Related Report
Peer Reviewed / Open Access / Int'l Joint Research
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