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Transition Metal-catalyzed C-H Functionalization Of2-arylbenzothiazoles

Posted on:2015-04-08Degree:MasterType:Thesis
Country:ChinaCandidate:W H YuFull Text:PDF
GTID:2181330431498530Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Carbon-hydrogen (C-H) bond is one of the most basic research contents. Asone of nature’s most basic, the most common form of inert chemical bonds andstructure units, C-H bond exist widely in all kinds of organic compounds, such as(simple hydrocarbons, complex organic molecules and biological tissue in the body,the industry more than polymer materials, etc.). C-H bond functionalization via directactivation or induction by a functional group is an attractive strategy, which embodiedthe atom economy, step economy, environment friendly characteristics, and hasdeveloped into one of the most active research fields in organic chemistry.Transition metal-catalyzed C-H bond functionalization reaction has made greatprogress in recent years. However, there are also some challenges. The mostimportant one is the site selectivity because of most of complex molecules containingmore than one C-H bond. A solution to this challenge is using directing group.In the first chapter reviews the development of transition metal-catalyzed C-Hbond functionaliztion reactions.In chapter two, we described the palladium-catalyzed direct ortho-acylationthrough an oxidative decarboxylation coupling of2-arylbenzothiazoles with benzoylformic acid. The acylation reaction exhibits good reactivities and regioselectivity.2-Arylbenzothiazoles with electron-donating group show better reactivity than thosewith electron-withdrawing group.In chapter three, ruthenium-catalyzed ortho oxidative alkenylation reaction of2-arylbenzothiazole and acrylate is presented. The results showed that the methodtolerates various2-arylbenzothiazoles, but most of acrylates show moderatereactivities.
Keywords/Search Tags:2-arylbenzothiazole, C-H bond activation, directing group, transitionmetal, acylation, alkenylation reaction
PDF Full Text Request
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