2021 Fiscal Year Final Research Report
Development of Synthetic Methods for Heterocyclic Compounds via C-H Cyclization
| Project/Area Number |
19K06984
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Review Section |
Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
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| Research Institution | Mukogawa Women's University |
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Principal Investigator |
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| Project Period (FY) |
2019-04-01 – 2022-03-31
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| Keywords | 炭素－水素結合官能基化 / 遷移金属触媒 / 分子内プロセス / 複素環化合物 |
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| Outline of Final Research Achievements |
The development of methods for the efficient construction of heterocyclic compounds attracts much attention due to their numerous presence in drugs and biologically active natural products. Our group has been working on the transition metal-catalyzed C-H functionalization, specifically applying it to intramolecular processes, which would lead to the formation of heterocyclic compounds. Herein, the author found a novel synthetic route to isoindolinone derivatives making use of C-H functionalization. The method involves palladium-catalyzed intramolecular C-H amidation. The appealing feature of the process is that the addition of a stoichiometric amount of oxidant is not necessary. This method provides a facile and efficient access to a medicinally important isoindolinone framework.
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| Free Research Field |
有機合成化学
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| Academic Significance and Societal Importance of the Research Achievements |
複素環化合物は，医薬品や生理活性天然物などの母核として広く存在している，重要な化合物群の 1 つである．そのため，複素環化合物の合成法および反応性に関しては，古くから今日に至るまで，非常に多くの研究が成されてきた．しかしながら既存の手法には，毒性の高い試薬が必要であったり，反応条件が過酷であったり，実用的に用いることが困難なものも多い．申請者が今回開発した複素環（イソインドリノン）合成では，触媒量の遷移金属と塩基のみ必要であり，同様の手法でこれまで等量以上の添加が必須であった再酸化剤が不要な環境調和型プロセスとして位置付けることができ，今後の複素環合成研究へのインパクトも大きいといえる．
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