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The Synthesis Of Flavones And Isoindolinone Derivatives Containing Sulfur Group

Posted on:2019-11-07Degree:MasterType:Thesis
Country:ChinaCandidate:L F ShiFull Text:PDF
GTID:2371330548492657Subject:Chemistry
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Transition metal–catalyzed coupling reactions are one of the important methods to construct carbon-carbon and carbon-hetero bonds.Flavones and isoindole derivatives are widely found in natural products,and have an irreplaceable role in the field of medicine and agriculture.Therefore,great interests have been paid for their synthesis by chemists.Our group is devoted to investigate more simple and efficient method to synthesize these compounds.This paper will focus on the synthesis of flavone and isoindole derivatives containing sulfur groups.This paper is divided into four parts:?1?The synthetic methods of flavones,isoindoledione and 3-methylene isoindolin-1-ones derivatives were introuduced.?2?Using N-arylthiobenzamide and alkynyl aryl ketones as the reagent,3-sulfenylflavones were synthesized via FeCl3-promoted regioselective cyclization of alkynyl aryl ketones,the reaction can undergo smoothly at room temperature and has the merit of simple and safe operation.?3?The N,S-bidentate ligand assisted Pd-catalyzedC?sp2?-Hcarbonylationusingsodium trifluoromethanesulfinate as CO source was investigated.The Pd-catalyzed C?sp2?-H carbonylation of aryl carboxamides avoided using toxic carbon monoxide as carbonyl source and afforded a series of isoindole-1,3-dione derivatives bearing methylthio group in moderate to good yields.?4?The N,S-bidentate ligand assisted Pd-catalyzed C?sp2?-H alkenylation and cyclization of aryl carboxamides to synthesize isoindolinone was investigated.
Keywords/Search Tags:alkenylation and cyclization, carbonylation, N-arylthiobenzamides, sulfur-containing flavone, sulfur-containing isoindolinone, sodium trifluoromethanesulfonate
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