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Oxidative Trifluoromethylthiolation Of Quinones

Posted on:2017-11-06Degree:MasterType:Thesis
Country:ChinaCandidate:C LiFull Text:PDF
GTID:2311330503953838Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Recently the trifluoromethylthio-containing compounds have been widely used in pharmaceuticals, agrochemicals and material science. These compounds are receiving more and more attention. On the other hand, quinones play a very important role in the life science and dyes fields. Thus, trifluoromethylthiolated quinones should be potentially useful. However, there is no synthetic method reported for trifluoromethylthiolated quinones. In this thesis, we are committed to develop an efficient C?H bond trifluoromethylthiolation of quinones and have made some progress. First, various copper slats, oxidants, solvents, temperature, and reaction time were screened to determine the optimal reaction conditions. Then the substrate scope was investigated. Although the applicability of the substrates was uneven, most of the substrates were compatible with the reaction conditions. Finally, we chose 16 representative products with the good yields from 41% to 92%. According to the experiment results, we speculated that trifluoromethylthio radical was probably involved in the reaction process. But the exact reaction mechanism is still unclear, the study of which is currently on progress.
Keywords/Search Tags:Copper, Trifluoromethylthiolation, Quinones, C—H activation, Oxidative
PDF Full Text Request
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