2014 Fiscal Year Final Research Report
Development of Green Methods for Organic Synthesis Based on New Reaction Systems for Carbon Radical Generation
| Project/Area Number |
24655074
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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 |
Synthetic chemistry
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| Research Institution | Saitama University |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | ラジカル反応 / インジウム触媒 / 有機還元剤 / 炭素ラジカル |
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| Outline of Final Research Achievements |
Reactions of carbon radicals are valuable for fine organic synthesis. The reduction of organic halides with metal hydrides and low-valent metals has frequently been used for carbon radical generation. We herein report a new method for carbon radical generation from organic halides using sodium formate, a readily available, less toxic reductant. We found that the indium(III) salt-catalyzed reaction of organic halides with sodium formate in diethylene glycol diethyl ether gave dehalogenated products efficiently. Experimental results suggested that the present reduction should involve a radical mechanism. The radical cyclization of iodoalkynes by this catalytic system also proceeded successfully, and it demonstrated that the present method for carbon radical generation is useful for carbon-carbon bond formation.
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| Free Research Field |
有機合成化学
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