2011 Fiscal Year Final Research Report
BrΦnsted Acid-Catalyzed New Molecular Transformations via C-H bond Activation
| Project/Area Number |
22750029
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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 |
Organic chemistry
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| Research Institution | Tohoku University |
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Principal Investigator |
JIN Tienan 東北大学, 原子分子材料科学高等研究機構, 准教授 (80431493)
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| Project Period (FY) |
2010 – 2011
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| Keywords | 反応有機化学 |
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| Research Abstract |
In this project, we have developed an unprecedented Br・nsted acid-catalyzed cascade cycloisomerization of 1, 6-or 1, 7-enynes that affords tri-or bicyclic compounds in good to high yields. This is the first report for the Br・nsted acid-catalyzed cleavage of an inactive C(sp^3)-H bond. Moreover, we have demonstrated that triflic acid efficiently catalyzed the novel cascade cycloisomerization of arenyl 1, 7-enynes via the formation of acetylene-cations and subsequent C(sp^2)-H activation, affording fused polycyclic compounds in good to high yields under mild reaction conditions. We have also found that TfOH promoted the cascade cyclization of aryldiynes having ο-anisole substituent through the cleavage of C-O bond.
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