2012 Fiscal Year Final Research Report
Development of synthetic method for constructing benzo-annulated framework by utilizing arynes
| Project/Area Number |
22685021
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| Research Category |
Grant-in-Aid for Young Scientists (A)
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| Allocation Type | Single-year Grants |
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| Research Field |
Organic industrial materials
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| Research Institution | Hiroshima University |
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Principal Investigator |
YOSHIDA Hiroto 広島大学, 大学院・工学研究院, 准教授 (40335708)
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| Project Period (FY) |
2010 – 2012
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| Keywords | アライン / 芳香族縮合環骨格 |
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| Research Abstract |
New method for synthesizing benzo-annulated heterocycles such as coumarins and acridanes based on the highly electrophilic character of arynes has been developed. The key intermediates in these reactions are ortho-quinoid species (ortho-quinone methide, ortho-azaxylylene) arising from formal [2+2] cycloaddition between arynes and carbon-heteroatom double bonds (dimethylformamide, imine). Subsequent [4+2] cycloaddition between the resulting ortho-quinoid species and ester enolates or second arynes provides the final products.
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