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The Strategies For The Synthesis Of Aryl Halide Compounds

Posted on:2016-03-01Degree:MasterType:Thesis
Country:ChinaCandidate:P P ZhangFull Text:PDF
GTID:2371330461967184Subject:biology
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Aryl halide compounds are important building blocks in synthetic chemistry,as they can be used as precursors for the synthesis of organometallic reagents or substrates for cross-coupling reactions.They are essential as designer molecules for material science,industrial chemicals.In addition,they are also important structural motifs in many biologically active molecules and drugs.With the development of cross-coupling chemistry and medicinal chemistry,the importance of halogenated arenes has increased.The traditional halogenation reactions suffer some limitations,especially hazardous reaction procedures,dangerous halogenated reagents,harsh reaction conditions and poor site selectivities.In recent years,with the explosive development of C-H bond functionalization,a variety of methods for C-C bond formation reaction have been developed.Surprisingly,the construction of C-X(X = Cl,Br,I)bond using this strategy is still underdeveloped.Consequently,the development of safe,simple,efficient and selective method for the formation of versatile C-Cl,C-Br and C-I bonds would be very fascinating while challenging at the same time.This thesis focuses on the study of synthetic methodology of aryl halide compounds.We have developed a novel and pratical approach to halide aryl compounds via the Rh(?)-catalyzed halogenation of aryl-pyridines,isoquinoline,pyrazoles and pyrimidines.The catalytic system comprising of[RhCp*Cl2]2 and PhI(OAc)2 allowed ortho-selective chlorination,bromination and iodination of aryl compounds under fairly mild conditions with ample scope and functional group tolerance.Importantly,readily available and cheap sodium halides served as halogenating reagents.
Keywords/Search Tags:aryl compounds, halogenation, aryl halide compounds, Rh(?)-catalyst
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