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Transition Metal-catalyzed Aryl C-H Bonds Activation/Acetoxylation Utilizing A Bidentate System

Posted on:2012-05-07Degree:MasterType:Thesis
Country:ChinaCandidate:P F HuoFull Text:PDF
GTID:2131330335970593Subject:Organic Chemistry
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Transition metal catalyzed C-H activation is a kind of very important reactions in organic synthesis. It Can build a lot of the special structure of organic compounds. Especially in recent years hydrocarbon activation/reaction of functional groups reported in the literature more and more and widely found application in many fields. This paper studies the transition metal-catalyzed effect with oriented group with acetic acid induced reaction, And this reaction can be successfully prepared a series of different functional groups of the pyridine and quinoline derivatives, which including the following:In recent years, the first chapter of the transition metal catalyzed reactions and its application gives the review. Metal organic chemical mainly summarizes the historical background. And in recent years, some groups have reported double-oriented groups CH activation induced.Including Daugulis group reported the Pd (OAc) 2 catalyst with double-oriented groups induced CH activation/arylation and Corey group reported a palladium-catalyzed double-oriented groups with CH-induced activation/acid reaction etc.The second chapter introduces the first in recent years, Pd (OAc) 2 in the agent PhI (OAc) 2 in oxidant activation of hydrocarbons in the study. Can be successful in view of its acetic acid and acetic anhydride in the success of the mixed solution of benzyl methyl methyl or were inactive acid, design the corresponding substrate to try this reaction, used in the Pd (OAc) 2 in the reaction of acetic acid. Research shows that the type of reaction with good results, the most important, with different electrical properties and steric hindrance of the aromatic ring, significantly affect the effect of such reactions.The third chapter in the use of,5 mol% Pd (OAc) 2 as catalyst, the use of pyridine amide compound as substrate. PhI (OAc) 2 oxidant, the use of acetic acid/acetic anhydride system, the pyridine/quinoline summarized the research progress. Then we on the reaction conditions were screened and optimized, and the reaction was extended the substrate. the discussion on the aromatic substituent electronic effect and steric hindrance on the reaction, and proposed a reasonable reaction mechanism. Mild reaction conditions, simple operation and good yields.
Keywords/Search Tags:C-H bonds activation/acetoxylation, Pd (OAc) 2, pyridine, quinoline
PDF Full Text Request
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