Development of novel radical building blocks specialized in the Mn(III) oxidation system and the synthesis of heterocycles
| Project/Area Number |
25410049
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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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| Research Field |
Organic chemistry
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| Research Institution | Kumamoto University |
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Principal Investigator |
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
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| Keywords | 炭素ラジカルビルディングブロック / 多置換アセトキシジヒドロフラン類 / スピロジヒドロフラン類 / 1,2ージオキシノール類 / 環状テトラケトンビルディングブロック / スピロ化合物 / ポリキナン型複素環化合物 / インドール縮環化合物 / 1,2-ジオキシノール類 / カゴ型大環状化合物 / 大環状ナフタレノファン類 / 1,3-ジカルボニルラジカルビルディングブロック / 3-ビニルペンタンジオン / 2-ベンジリデンマロン酸 / Mn(III)酸化 / 複素環化合物 / 有酸素酸化反応 / 酸化的ラジカル反応 |
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| Outline of Final Research Achievements |
3-Vinyl-1,3-pentanediones and 3-cyclohexylidene-1,3-pentanediones as a new radical building block binded with conjugated side chain were newly prepared and the typical Mn(III)-based oxidative radical cyclization was investigated. As a result, when the reaction was carried out at elevated temperature under argon, poly-substituted 4-acetoxy-4,5-dihydrofurans and spirodihydrofurans such as an oxygen-heterocycles, were newly produced. While the reaction was conducted at room temperature in air, 3,6-dihydro-1,2-dioxin-3-ols and spirodihydrodioxinols were preferentially produced. Thereby,it turned out that the 1,3-dicarbonyl compounds having the conjugated side chain at the 3-position were effective as a new carbon radical building block in the Mn(III) oxidation reactions.
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Report
(4 results)
Research Products
(72 results)
