2013 Fiscal Year Final Research Report
Tandem bond forming reactions based on oxidative umpolung of organomeallic reagents
| Project/Area Number |
23790029
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Doshisha Women's College of Liberal Arts |
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Principal Investigator |
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| Project Period (FY) |
2011 – 2013
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| Keywords | 酸化 / 極性転換 / 多成分反応 / 複素環 |
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| Research Abstract |
Oxidation of an anionic species to a radical or cationic species is an important umpolung methodology for changing the reactivity of anionic intermediates, and it is potentially useful in combination with anionic cascade reactions. An addition reaction of alkenylmagnesium bromide with p-toluenesulfonyl isocyanate and consecutive oxidative cyclization with iodobenzene diacetate afforded brominated lactams in one pot. This oxidative halocyclization was also applicable to a one-pot synthesis of cyclic ether, cyclic amine, lactone, pyrazolidine using a aldehyde, imine, carbon dioxide, and azodicarboxylate, respectively.
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