2013 Fiscal Year Final Research Report
Rhenium-Catalyzed Selective Synthesis of Polycyclicaromatic Compounds based on the Activation of Unsaturated Bond
| Project/Area Number |
23550130
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kansai University |
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Principal Investigator |
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| Co-Investigator(Kenkyū-buntansha) |
UMEDA Rui 関西大学, 化学生命工学部, 准教授 (70467512)
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| Project Period (FY) |
2011 – 2013
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| Keywords | レニウム / 合成反応 / 不飽和結合 / 多置換芳香族化合 |
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| Research Abstract |
The polysubstituted aromatic compounds constituted an attractive class compounds from the view of chemical, biological active molecules and materials science. In this research, we have investigated the development of selective synthetic method of various multisubstituted aromatic compounds based on the activation of unsaturated bonds by rhenium catalyst.
We now find three novel reactions, (i) the synthesis of quinolines by the reaction of aldimines, which were prepared by treatment of anilines and aldehydes, and allylic silanes, (ii) the selective synthesis of 1,2-disubstituted naphthalenes by the reaction of alkynes and o-alkynyl substituted benzaldehyde, and (iii) the selective synthesis of 2,3-disubstituted naphthalenes by the reaction of alkynes and phenylacetoaldehyde equivalents such styrene oxide or phenylacetoaldehyde dimethylacetal. As the application of these reactions, the synthesis of various orthophenylene derivatives bearing benzene and naphthalene was examined.
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