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Sulfuration Of Organozinc Reagents

Posted on:2016-07-01Degree:MasterType:Thesis
Country:ChinaCandidate:Y H SuFull Text:PDF
GTID:2321330470481972Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
In recent years, sulfuration plays a significant role in organic synthesis. Sulfides as one of the important sulfur containing compounds, has been widely applied in the areas such as medicine, pesticide and material. It is well know that toxic and stench of thiols are the major concerns when thiols were used as the substrates in the synthesis of sulfides. From environmental point of view, a new method for synthesis of sulfides with non-toxic, low-cost and mild conditions is an urgent problem to be resolved.In summary, based on forerunners' work, this paper explores and develops a new method for synthesis of disulfides with the reactants of organozinc reagent and elemental sulfur. What's more, we study the C-S cross coupling reactions of organozinc reagent and disulfide in the synthesis of sulfides. Chapter 1: Progress in the synthesis of sulfideIn this chapter, the progress of using metal and non-metallic catalysts in the synthesis of sulfides, especially on the synthetic method of aryl sulfides, alkenyl sulfides and alkynyl sulfides was reviewed. Chapter 2: The reaction of organozinc reagents and elemental sulfurIn this chapter, reaction of phenyl zinc bromide and elemental sulfur was selected as a template reaction for optimizing reaction conditions. Then we expand the range of substrate and got a series of disulfides without any catalyst. All synthetic products were characterized by 1HNMR, 13 CNMR. The method mentioned above has features of easy-operated and higher yield. It is worth mentioning that the disulfides are also potential synthetic intermediates. Chapter 3: The reactions of organozinc reagents with disulfidesIn this chapter, uses phenyl zinc bromide and diphenyl disulfide as the reaction substrate to synthesize diphenyl sulfide, which are regarded as a template reaction to explore the reaction conditions. Under optimal conditions, we expand the substrate and obtain a series of sulfides. All Products were characterize by 1HNMR, 13 CNMR. The feasibility of this method has been verified with both high yield and fast reaction rate, which can be considered as a new approach for the synthesis of sulfides.
Keywords/Search Tags:Zinc-reagent, Sulfur, Disulfide, Thioether, Sulfuration
PDF Full Text Request
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