Cu（OTf）₂-catalyzed C3-Arylallylation Of1,1-diarylethenes And1,1,2-triarylethenes

Olefins and alcohols are the most abundant and widely used materials in chemical process, it will be invaluable if we can combine these two compounds and convert them into more important functionalized olefins with longer chains. In this work, we accomplished the selective allylation of alkenes with1-arylallylalcohols, establishing a novel method to alkylate vinyl C-H bonds. In some sense, it can be viewed as a supplement to the Friedel-Crafts alkylation.In Chapter1, we briefly introduced various approaches to functionalize the vinyl C-H bond, the Friedel-Crafts alkylation with alcohols as the alkylation reagent, the coupling of alkenes and alcohols, and the content of this thesis.Chapter2focuses on the Cu(OTf)2catalyzed C3-allylation of multi-aryl substituted ethenes. By screening different temperatures, solvents, charging manners, co-catalysts and ratios of substrates, we obtained the optimal reation conditions, that is, reacting at120℃,1,4-dioxane as the solvent, the ratio of alkenes and alcohols is2:1, thus realized the selective allylation between alkenes and1-arylallylalcohols, and synthesized a series of multi-aryl substituted1,4-pentadienes. We also did a tentative investigation on the mechanism by analyzing the structure of products.In Chapter3, we prepared N-Cyclohexyl-2-chlorophenylglyoxamide, tested its single crystal structure, and compared it with its anologues to generate some rules.These multi-aryl substituted1,4-pentadienes can be applied to numerous subsequent reactions, revealing their great values. We further pried into the asymmetric dihydroxylation of a triaryl1,4-pentadiene, its high regioselectivity predicts the bright future of these compounds and this work.The experimental section, characterization data for the key intermediates and final products, cited references, copies of original1H and13C NMR spectra and data of X-ray single crystal structural analysis are listed at the end of the thesis.