2013 Fiscal Year Final Research Report
Development of catalytic direct addition reactions of unprotected aminoalkanes
| Project/Area Number |
24655075
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | The University of Tokyo |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2014-03-31
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| Keywords | アミノアルカン / フルオレニリデン / 触媒反応 / 含窒素化合物 |
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| Research Abstract |
We tried to investigate the catalytic direct carbon-carbon bond forming reactions of aminoalkanes using a fluorenylidene moiety as a catalytic activator. In 1,4-addition reaction of a glycine ester to an alpha,beta-unsaturated carbonyl compound, we confirmed that catalytic turnover of the fluorenylidene moiety to form a carbon-carbon bond occurred. This result revealed that catalytic activation of N-unprotected aminoalkanes was possible by using the fluorenylidene group. We also found that a N-fluorenylimine could work as a nucleophile in the presence of a base catalyst and that it reacted with another type of imine to accomplish a catalytic imine-imine cross coupling reaction.
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