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多羟基取代的芳基硫醚衍生物的电化学合成-有机化学专业论文
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Abstract
Polyhydroxylated aromatic compound is the most extensive study of a class of HIV-1 integrase inhibitor, as the traditional method of synthesis of polyhydroxylated aromatic derivatives suffers from different problems, such as harsh conditions, tedious post-processing, environmental hazards, so it is necessary to study a green and environmental friendly synthetic method.
Anodic oxidation of catechol and its derivatives to form the o-benzoquinones, which are extremely active in the presence of nucleophiles, can be in situ transformed into polyhydroxylated aromatic compounds. The reaction has many advantages, such as good selectivity, high yield, simple post-processing, without strong acid and alkali metal catalyst. So the paper used this principle to study the electrochemical oxidation of catechol and its derivatives and in situ conversion in the presence of the different sulfur nucleophiles, and synthesized polyhydroxylated aromatic sulfur compounds. The paper spreaded the scope of application of the method, and studied various electrolysis factors on the reaction at the same time.
In this paper, first of all, use cyclic voltammetry method to study catechol and its derivatives electrochemical oxidation behavior in the presence of 5-methyl-2- mercaptothiadiazole. The paper studied a variety of electrolysis factors impact on the reaction, such as amount of passed charge, anode materials, pH of the electrolytic solution, concentration of substrates and applied potential. On this basis, by controlling the potential of electrolysis, the electrochemical synthesized mercaptothiadiazole substituted catechol derivatives and its reaction mechanism were also discussed.
Then, the paper studied electrochemical oxidation catechols in the presence of 4-amino-3-methyl-5-mercapto-1,2,4-triazol, which has two nucleophilic functional groups, The results show that the functional group -NH2 had not been involved in o-benzoquinones in situ transformation, and did not obtain
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