| 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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| Project Status |
Completed (Fiscal Year 2011)
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| Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2011: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Fiscal Year 2010: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
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| Keywords | 反応有機化学 / ブレンステット酸 / sp2 C-H結合切断 / 連続的環化反応 / 多環性化合物 / C-O結合切断 / 有機色素増感剤 / エンイン / ジイン / ブレンステッド酸触媒 / 不活性C(sp_3)-H結合切断 / 連続環化反応 / アルキン-カチオン環化 / エンイン化合物 |
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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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