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Reactions Of Mn(OAc)3-Mediated Phosphonylation Of Enamides And Trifluoromethylation-phosphorylation Of Arylacetylene

Posted on:2019-08-13Degree:MasterType:Thesis
Country:ChinaCandidate:D L ZhangFull Text:PDF
GTID:2371330548972975Subject:Chemistry
Abstract/Summary:PDF Full Text Request
Organophosphorus compounds have long attracted considerable attention due to their broad utility as reagents for chemical reactions,ligands for transition metal catalysts,flame retardants,biologically active molecules and building blocks in synthetic chemistry.Therefore,the development of new methods of C-P bond formation for the synthesis of organophosphorus compounds is an attractive topic.This thesis focuses on the phosphorylation reactions of enamides and arylacetylenes.This thesis has been divided into two parts as described below:The first part is based on the functionalization of enamides with phosphine radicals initiated by manganese(III)acetate.A series of phosphonoamide derivatives were synthesized.Furthermore,the derivatization of one of the synthesized compounds was carried out,where the phosphonoamide was susbsequently hydrogenated to efficiently afford ?-aminophosphonates.The second part deals with the trifluoromethylation-phosphorylation of arylacetylene to furnish a series of ?-trifluoromethylaryl vinylphosphonate derivatives.All synthesized products were characterized by 1H,13 C,31P,19 F NMR and HRMS techniuques.Based on the experimental evidence,a possible reaction mechanism was proposed for these reactions.
Keywords/Search Tags:Organophosphorus, C-P bond formation, P-centered radicals, phosphorylation
PDF Full Text Request
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