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The Research Of Synthesis Tetracarbonyl Compounds Via Copper-catalyzed Radical Oxidative Cross-coupling

Posted on:2017-01-08Degree:MasterType:Thesis
Country:ChinaCandidate:M N ZhangFull Text:PDF
GTID:2311330512463604Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Tetracarbonyl compounds serve as anticancer reagents, complexing reagents, dyeing auxiliaries, fiber processing additives, food additives, which have important applications in pharmaceutical, food and cosmetic Industries. Tetracarbonyl compounds have the active characteristics owing to four carbonyl groups in its molecular, so it can be used to construct some other valuable polysubstituted tetrahydrofuran and pyrrole by the Paal-Knorr reaction. Therefore, the methods for the synthesis of carbonyl compounds have received intensive attention over the past decade. However, the current existing methods need unstable reagents and complicated procedure. Therefore, mild conditions and easy operation still remain highly desirable. Radical oxidative cross-coupling reactions have attracted considerable attention as a powerful method for the construction of C-C/C-X bonds and functional molecules. However, most of these reactions required unfriendly radical initiators, such as peroxides, diazines, AIBN, etc., thus leading to the difficulty of product purification. In this thesis, we have developed an efficient copper-catalyzed aerobic radical oxidative cross-coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds under mild conditions. This transformation involves the construction of two C-C bonds and two C=O bonds in a one-pot process. This thesis will expand the relevant research work along this line of thought.The importance of tetracarbonyl compounds is introduced. The radical oxidative cross-coupling of C-C double bonds were also summarized. We have developed a novel and efficient copper-catalyzed aerobic radical oxidative cross-coupling of 1,3-dicarbonyl compounds with terminal alkenes for the synthesis of tetracarbonyl compounds. We further investigated the mechanism and condtions of the reaction. This reaction afforded a series of tetracarbonyl compounds. This thesis provided a new method for the synthesis of tetracarbonyl compounds.
Keywords/Search Tags:Copper catalyst, Radical oxidative cross-coupling, Tetracarbonyl compounds, 1,3-Dicarbonyl compounds, Radical initiators
PDF Full Text Request
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