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Reactions Of Anthranil At High Temperature And Synthesis Of Olefin Mediated By Dibenzenesulfonylmethane

Posted on:2018-10-15Degree:MasterType:Thesis
Country:ChinaCandidate:J JiangFull Text:PDF
GTID:2334330542458275Subject:Medicinal chemistry
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This thesis includes two sections:The first section described the application of anthranil in organic synthesis.Anthranil is a kind of benzo heterocyclic compounds.Although it has been synthesized more than 100 years ago,until recently people paid more and more attention to it.It is realized that the N-O bond of anthranil is prone to fracture and produces active intermediates that react with other substrates to obtain various products.Different from the literature,we found that some compounds,including benzoxazinone,acridine,amide and ester,can be directly generated under high temperature.The method can synthesize many bioactive compounds without adding any catalyst.Moreover,it has a wide range of application,and it will be of great use in discovery of lead drug molecules.In the second section,we described a new method for synthesis of olefins mediated by dibenzenesulfonylmethane.Using dibenzenesulfonylmethane as the starting material,reacted with haloalkane firstly,then chlorinated,it's easy to synthesize C=C bond by dehydrohalogenation under alkaline conditions.As the sulfonyl group has a large steric hindrance,the position of the C=C bond is shifted to keep more stable.It is a new mode of generating double bonds.It should be noted that dibenzenesulfonylmethane can be transformed into many other useful functional groups,so that increasing the diversity of the products and obtaininga variety of compounds rapidly.
Keywords/Search Tags:anthranil, high temperature, dibenzenesulfonylmethane, olefin synthesis
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