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Copper-Mediated Direct Cyanation Of2-Arylpyrifine C-H Bonds

Posted on:2014-08-22Degree:MasterType:Thesis
Country:ChinaCandidate:P T LiuFull Text:PDF
GTID:2251330425493239Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Aromatic nitrile compounds as structural components of many drugs, dyes, herbicides, natural products, are important organic synthetic intermediates. They are able to be easily converted into carboxyl groups by addition reactions, methyl amide groups through reduction reactions, and many other functional groups such as carboxyl groups, acylamino groups. Architecture of Csp2-CN bond is a main method for aromatic nitrile compounds: Sandmeyer method, ammonia oxidation, metal-catalyzed coupling methods and so on. From now on, metal-catalyzed coupling methods are the most effective tools in these methods. C-H activated coupling as one type of developing metal-catalyzed coupling was a hot topic in recent years. It is interesting to use C-H activated coupling for Architecture of Csp2-CN bond.In the first part of the article we successfully completed cyano reactions at the a-position of benzene rings of2-phenylpyridine by the method of C-H activation coupling of N-oriented group with AIBN as the cyanide source, and copper acetate as catalyst and acetonitrile as solvent.The main jobs of this paper are as follows:1to establish a model reaction;2to obtain an optimal catalytic reaction system, we investigated the affiction of catalyst, solvent, temperature, the amount of AIBN, reaction time, ligand, and additives;3This thesis synthesis of various2-aryl pyridine(quinoline)compounds, and do some general applicability study to the catalytic systems.The cyanide source of this reaction:clean, low toxicity, safety, catalyst low toxicity, inexpensive, and easy to get has a wide range of applicability.
Keywords/Search Tags:Aromatic nitrile compounds, 2-phenylpyridine, copper acetate, AIBNC-H activation coupling, oriented groups induced
PDF Full Text Request
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