| This dissertation includes two parts. In the first chapter, the applications of ionic liquids and small-molecule catalysis—organocatalysts in organic chemistry are briefly reviewed. The second chapter is about the stereoselective synthesis of vinyl selenides by coupling of vinyl bromides with diorgano diselenides and the synthesis and application of the thiourea catalyst.There are two parts in chapter one. Part one deals mainly with the application of room temperature ionic liquids to organic synthesis, including the structures and features of the ionic liquids, organic reactions in ionic liquids as green solvents. Part two introduces the finding, designation and the catalysis mechanism of the thiourea catalysts. Also the applications in the organic synthesis such as: Strecker reaction, Mannich reaction, Acyl-Pictet-Spengler reaction, Michael reaction, Nitro-Mannich reaction, the three fundamental transformations of carbonyl compounds (1,2-addition, acyl transfer, and 1,4-addition) are introduced briefly.In the second chapter two parts of contents were studied. Firstly, we described the stereoselective synthesis of vinyl selenides by coupling of vinyl bromides with diorgano diselenides (diaryl diselenides or dialkyl diselenides) catalyzed by copper(I) at 110 ℃ in [Bmim]BF4 in good to excellent yields. The (E)-vinyl bromides furnished exclusively the (E)-vinyl selenides, whereas the (Z)-vinyl bromide gave a mixture of stereoisomers (Z:E = 95:5). Secondly, the synthesis and application of thiourea catalyst synthesized from S-2-amino-3-phenylpropanoic acid and isothiocyanate is investigated. |
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