2010 Fiscal Year Final Research Report
Development of Synthetic Procedure of Allylamines via Oxidative Cyclization on Nickel and Unique Nickel/Aluminum Transmetalation
| Project/Area Number |
21750102
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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 |
Synthetic chemistry
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| Research Institution | Osaka University |
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Principal Investigator |
OHASHI Masato Osaka University, 工学研究科, 助教 (60397635)
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| Project Period (FY) |
2009 – 2010
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| Keywords | ニッケル / 酸化的環化 / アルミニウム / 金属置換反応 / アリルアミン |
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| Research Abstract |
Aza-aluminacyclopentenes, which serve a useful precursor for γ-substituted allylamines, were catalytically prepared from novel Ni-mediated three-component cyclocondensation reaction of an alkyne, an imine, and AlMe3. In this reaction, azanickelacycle generated by the oxidative cyclization of an alkyne and an imine is a key intermediate. On the other hand, the use of Me_2AlOTf as an additive allowed the oxidative cyclization of an aldehyde and an alkyne with nickel(0) to give an oxanickelacyclopentene, treatment of which with AlMe_3 yielded the corresponding oxaaluminacyclopentene.
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