2014 Fiscal Year Final Research Report
Activation of simple carbon molecules by NHC catalysts and their application in organic synthesis
| Project/Area Number |
24655084
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Synthetic chemistry
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| Research Institution | Hiroshima University |
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Principal Investigator |
TAKAKI Ken 広島大学, 工学(系)研究科(研究院), 教授 (80116615)
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | N-heterocyclic carbene / formaldehyde / CO surrogate / 1,2-diketone / enone / Stetter reaction / double acylation |
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| Outline of Final Research Achievements |
Thiazolylidene NHC-catalyzed reaction of parafolmaldehyde with two equivalents of enones gave 1,4,7-triketones in fairly good yields, whereas formation of 5-hydroxy-1,4-diketones, by-products, was diminished by the turning of the reaction conditins. These results demonstrated that formaldehyde could be used as a CO surrogate.
Acylated Breslow intermediates have been found to be generated from aromatic 1,2-diketones and NHC. These new reactive species reacted readily with enones to afford double acylation products, which contrasted well with Stetter raction of enones with aldehydes to give hydroacylation products.
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| Free Research Field |
有機合成化学
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