Synthetic application of intramolecular anionic Diels-Alder reaction
| Project/Area Number |
26410120
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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 | Okayama University |
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Principal Investigator |
Kudoh Takayuki 岡山大学, 自然科学研究科, 助教 (00346412)
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | カルバゾール / 分子内Diels-Alder反応 / アニオン / 1,6-ジイン / インドール / デヒドロDiels-Alder反応 / 分子内反応 / ヘテロ多環芳香族化合物 / Diels-Alder反応 / 多環芳香環 / ジイン / 分子内Diels-Alder / アリールナフタレンリグナン / リグナン |
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| Outline of Final Research Achievements |
We found that intramolecular dehydro Diels-Alder reaction of 1-indolyl-1,6-diynes proceeded smoothly under mild heating conditions and gave substituted carbazoles in moderate to good yields. The cycloaddition of 1-indolyl-1,6-diynes with conjugated substituents on alkyne termini showed high reactivity. We also found that the intramolecular cycloaddition of 1-indolyl-1,6-diynes bearing aryl substituent chemoselectively gave aryl-substituted carbazoles in high yields.
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Report
(4 results)
Research Products
(34 results)
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[Journal Article] Efficient drug delivery of Paclitaxel glycoside: a novel solubility gradient encapsulation into liposomes coupled with immunoliposomes preparation.2014
Author(s)
Shigehiro T, Kasai T, Murakami M, Sekhar SC, Tominaga Y, Okada M, Kudoh T, Mizutani A, Murakami H, Salomon DS, Mikuni K, Mandai T, Hamada H, Seno
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Journal Title
PLoS One
Volume: 9
Issue: 9
Pages: e107976-e107976
DOI
NAID
Related Report
Peer Reviewed / Open Access / Acknowledgement Compliant
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[Journal Article] Characterization of cancer stem-like cells derived from mouse induced pluripotent stem cells transformed by tumor-derived extracellular vesicles2014
Author(s)
Yan T, Mizutani A, Chen L, Takaki M, Hiramoto Y, Matsuda S, Shigehiro T, Kasai T, Kudoh T, Murakami H, Masuda J, Hendrix MJ, Strizzi L, Salomon DS, Fu L, Seno M.
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Journal Title
Journal of Cancer
Volume: 5
Issue: 7
Pages: 572-584
DOI
Related Report
Peer Reviewed / Open Access / Acknowledgement Compliant
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[Presentation] Characterization of cancer stemlike cells derived from mouse induced pluripotent stem cells transformed by tumor-derived exosomes/microvesicles2014
Author(s)
Yan T., Masuda J., Mizutani A., Chen L., Shigehiro T., Matsuda S., Kasai T., Kudoh T., Murakami H., Hendrix MJ., Strizzi L., Salomon DS., Seno M.
Organizer
AACR Annual meeting 2014
Place of Presentation
San Diego Convention Center
Year and Date
2014-04-05 – 2014-04-09
Related Report
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[Presentation] Cancer stem cells maintain a hierarchy of differentiation by creating their niche2014
Author(s)
Mizutani A., Matsuda S., Yan T., Prieto-Vila M., Chen L., Satoh A., Kasai T., Masuda J., Kudoh T., Murakami H., Fu L., Salomon DS., Seno M.
Organizer
AACR Annual meeting 2014
Place of Presentation
San Diego Convention Center
Year and Date
2014-04-05 – 2014-04-09
Related Report
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