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Study On New Reactions Of Sulfide-Containing Compounds

Posted on:2020-09-21Degree:MasterType:Thesis
Country:ChinaCandidate:B HuFull Text:PDF
GTID:2381330596497829Subject:Pharmaceutical Engineering
Abstract/Summary:PDF Full Text Request
C-S bonds are widely found in natural products,drug molecules and functional materials,and are closely related to our life and production.For example,Benzothiazines have anti-tuberculosis and antipsychotic effects.Penicillins,cephalosporins,and sulfonamides have antibacterial effects.Sulfur is an important component of human cell proteins,tissue fluids and their respective coenzymes.Intaking of sulfur-containing amino acids can be involved in body growth,metabolism and immunity;Eggs,durians,onions and garlic are also rich in sulfur;pesticides containing sulfur atoms play an important role in controlling pests and diseases.In view of the important role of sulfur-containing compounds,chemical workers have achieved significant achievements in the development of drugs and pesticides by using different sulfur sources to construct new sulfur-containing compounds for the past few years.This paper summarizes the research achievements of sulfur compounds at home and abroad in recent years.Several types of sulfur compounds have been constructed with mercaptans,disulfides and S8 as sulfur sources:The first chapter summarizes the research progress of various sulfur sources to build sulfur compounds.In the second chapter,the?-ketene amine was used as a substrate to synthesize an aminothioolefin compound by C?sp2?-H bond of?-sulfinylation to form a C?sp2?-S bond under the synergistic catalysis of divalent copper and oxidant.The route was characterized by easy availability of raw materials,mild conditions,simple operation and high yield.In the third chapter,the direct Csp3-H bond thioesterification reaction of methyl ketone promoted by TBAI/K2S2O8 with aromatic thiol and disulfide was developed,and the?-ketothioester compound was synthesized simply and efficiently.The method has the characteristics of simple and readily available raw materials,good functional group tolerance and easy large-scale applicability,and also proposes a possible reaction mechanism.In the fourth chapter,A tandem reaction of TBAI/K2S2O8 promoted direct oxidation disulfinylation/cyclization of 2'-hydroxyacetophenone with thiophenol was developed.The 2,2-dithio-benzofuran-3?2H?-one was directly synthesized by constructing two C-S bonds and one C-O bond on the same sp3 carbon atom without a transition metal.The reaction also has the characteristics of simple and readily available raw materials,wide substrate range,high yield and large-scale applicability.The fifth chapter,two molecules of N-aryl ketene amine and S8 were achieved,and Thiazide were obtained by[1+2+3]cyclizing under the promotion of acid in DMSO.The reaction has the advantages of no metal catalysis and good atomic economy.
Keywords/Search Tags:thiophenol,disulfide, S8, sulfinylation, cyclization, C-S bond formation
PDF Full Text Request
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