Synthesis and Utilities of 2, 2-Disubstituted Indolin-3-one Using of Mannich-type Reaction
| Project/Area Number |
21790027
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | Meiji Pharmaceutical University |
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Principal Investigator |
HIGUCHI Kazuhiro Meiji Pharmaceutical University, 薬学部, 講師 (60360195)
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| Project Period (FY) |
2009 – 2010
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| Project Status |
Completed (Fiscal Year 2010)
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| Budget Amount *help |
¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Fiscal Year 2010: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2009: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
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| Keywords | マンニッヒ型反応 / インドリン-3-オン / イサチシンA / イミニウム / 不斉反応 / ジ置換インドリン-3-オン / α-ケトイミン / トリフルオロ酢酸無水物 |
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| Research Abstract |
We have developed a general preparative method for 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones via m-CPBA oxidation of 2-arylindoles followed by a Mannich-type reaction with various carbon nucleophiles. This method is effective for the construction of the quaternary carbon center of indoline derivatives. Using this methodology, we have also completed the total synthesis of (±)-hinckdentine A. Further application of this methodology to syntheses of isatisine A and the enantioselective preparation for 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones are investigated.
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Report
(3 results)
Research Products
(7 results)
