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 |
Research Field |
Synthetic chemistry
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Research Institution | Saitama University |
Principal Investigator |
|
Project Period (FY) |
2012-04-01 – 2015-03-31
|
Project Status |
Completed (Fiscal Year 2014)
|
Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2012: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
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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 / 有機ハロゲン化物 / ラジカル還元 / ラジカル環化 |
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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Report
(4 results)
Research Products
(11 results)