Development of one-pot synthesis of 3a-subsituted pyrroloindole and exhaustive synthesis of associated biologically active natural products
Project/Area Number |
25860014
|
Research Category |
Grant-in-Aid for Young Scientists (B)
|
Allocation Type | Multi-year Fund |
Research Field |
Chemical pharmacy
|
Research Institution | Meiji Pharmaceutical University |
Principal Investigator |
Tayu Masanori 明治薬科大学, 薬学部, 助手 (20632780)
|
Project Period (FY) |
2013-04-01 – 2016-03-31
|
Project Status |
Completed (Fiscal Year 2015)
|
Budget Amount *help |
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2015: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
|
Keywords | インドール / 天然物合成 / 不斉合成 / C2対称性 / スルホキシド / アルカロイド / 有機化学 / 天然物 / 複素環 / ピロロインドール / ワンポット / ヘテロカップリング |
Outline of Final Research Achievements |
DMSO/Tf2O Mediated one-pot construction of 3a-substituted pyrroloindole framework has been developed. In investigation of a variety of nucleophiles, the synthetic method of 3-(1-indolyl)pyrroloindole framework with indoline nucleus has been developed, which was applied in total synthesis of (±)-psychotriasine. In the case of tryptamine nucleophile, one-pot synthesis of bisquaternary carbon containing bispyrroloindole core has been achieved. Furthermore, the first one-pot heterodimerization has been successfully developed with tryptamine derivative which was different from starting one. In addition, enantioselective synthetic method has been achieved with newly designed C2-symmetric chiral sulfoxide. The synthetic utility of this method was declared through the enantioselective total synthesis of (+)-psychotriasine.
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Report
(4 results)
Research Products
(11 results)