| Project/Area Number |
25620027
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Organic chemistry
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| Research Institution | Tokyo Institute of Technology |
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Principal Investigator |
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Keywords | 有機化学 / ラジカル / 脱ホルミル / アルデヒド / ヨウ化物 |
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| Outline of Final Research Achievements |
Exploitation of a new methodology for the generation of alkyl radical species is of great importance in the field of organic chemistry. Aldehydes are easily available, common compounds and have been utilized as a precursor of acyl radicals. Therefore, it is highly desirable to develop an efficient method for the generation of alkyl radical species from aldehydes without forming acyl radicals to utilize aldehydes as an alkyl radical precursor.
In the present study, we have succeeded in developing a general method for oxidative generation of alkyl radicals from aldehydes through peroxohemiacetal intermediates with a catalytic amount of a cobalt-salen complex using hydrogen peroxide as a stoichiometric oxidant to give hydroperoxides in good yield with wide generality. When the reaction was carried out in the presence of sodium iodide, the corresponding deformylated alkyl iodides were obtained in good yield.
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