Development og highly reactive halogenation reaction using sulfur compound and its applications
| Project/Area Number |
18K05132
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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 33020:Synthetic organic chemistry-related
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| Research Institution | Kindai University |
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Principal Investigator |
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| Project Period (FY) |
2018-04-01 – 2023-03-31
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| Project Status |
Completed (Fiscal Year 2022)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2021: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2020: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2019: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2018: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
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| Keywords | ハロゲン化 / 硫黄化合物 / 活性化 / N-ハロスクシンイミド / 複素環 / 臭素化 / 塩素化 / 芳香環のハロゲン化 / 臭素化剤 / 芳香環の臭素化 / ハロゲン化反応 |
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| Outline of Final Research Achievements |
In this study, we found that the reactivity of N-bromosuccinimide, whose reactivity was conventionally low, is greatly improved by using phenylthiotrimethylsilane, a sulfur compound, with N-bromosuccinimide.
(1) Bromination and chlorination of relatively electron poor aromatic rings, which cannot proceed with N-bromosuccinimide alone, are efficiently promoted by the addition of phenylthiotrimethylsilane. (2) We found that direct esterification from cyclic acetals proceeded by using these reagents combination. (3) By using this reagent combination, we found that radical reactions proceed at room temperature.
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| Academic Significance and Societal Importance of the Research Achievements |
臭素や塩素といったハロゲン化合物は様々な分野で有用な化合物として用いられており、その合成法も多く開発されています。しかし、反応性の高い反応剤は様々な化合物をハロゲン化することができますが、反面、取り扱いがむずかしいといった問題があります。今回開発した方法は、反応性は低いものの取り扱いが容易な試薬に対して、硫黄化合物を添加することでその反応性を大きく向上させることに成功しました。
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Report
(6 results)
Research Products
(63 results)
