2010 Fiscal Year Final Research Report
Practical synthetic reactions using functionalized trimethylsilyldiazomethanes
| Project/Area Number |
21790021
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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 | Osaka University |
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Principal Investigator |
HARI Yoshiyuki Osaka University, 大学院・薬学研究科, 特任准教授 (50347423)
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| Project Period (FY) |
2009 – 2010
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| Keywords | 有機合成化学 / 複素環合成 |
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| Research Abstract |
Application of functionalized trimethylsilyldiazomethanes to organic reactions was investigated in this work. It was found that an intermolecular [3+2]cycloaddition between functionalized trimethylsilyldiazomethanes and benzynes, in situ generated from (o-trimethylsilyl)aryl trifluoromethanesulfonates, efficiently afforded the corresponding 3-substituted indazoles. In addition, it was achieved that the synthesis of highly functionalized acylsilanes by oxidation of functionalized trimethylsilyldiazomethanes and the synthesis of 1-methyl-1-benzazepines from 1-methylquinolinium salts via ring expansion reactions. A new synthetic method of benzofurans from o-anisyl(oxo)acetates and diazo(trimethylsilyl)methylmagnesium bromide, a precursor for the preparation of functionalized trimethylsilyldiazomethanes, was also found.
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