| 研究実績の概要 |
As previously reported, I changed my research focus from utilizing light energy for organic transformations to investigating the use of carbon dioxide as a renewable C1 feedstock in organic synthesis.
With that in mind, I investigated the synthesis of lactones in an efficient manner from carbon dioxide and readily available starting materials by two different strategies. The first approach involved combining C-H activation (C-H silylation) chemistry with copper-catalyzed carboxylation reaction to convert simple benzyl alcohols to phthalides. The second approach involved a sequential trans-hydrometallation (hydroalumination ) and copper-catalyzed carboxylation reaction to convert propargyl alcohols into butenolides. Based on my work with copper-catalyzed carboxylation reactions of aryl silanes, I wanted to develop these reactions so that they can be achieved under mild reaction conditions. I found that 2-hydroxymethyaryl dialkylsilanes are unique aryl silane reagents that enable the copper-catalyzed carboxylation to occur from 30-60 °C. Finally, I have interest in developing multi-component coupling reactions with carbon dioxide to make complex organic molecules. I found that 1-aryl-2,2-difluoroalkenes can undergo fluorocarboxylation with carbon dioxide and cesium fluoride to provide trifluoromethyl carboxylic acids in good yields.
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