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Study On The Reactions Of Phosphorus-centered Radicals With Nitrostyrenes And Indoles

Posted on:2016-12-18Degree:MasterType:Thesis
Country:ChinaCandidate:J F XueFull Text:PDF
GTID:2191330464951301Subject:Chemistry
Abstract/Summary:PDF Full Text Request
Because of their high physiological activity, organophosphorus compounds are playing many important roles in chemistry, pharmacy and agriculture. Alkenyl phosphonate is an important class of organophosphorus compounds, they are widely used in the both production of lubricants, extinguishants, and organic synthesis. Indolyl phosphonates are also important and have their own specific application in pharmacy, particularly in the production of anti-HIV drugs.This thesis contains two parts. The first part involves the reaction of phosphonyl radical with β-nitrostyrenes to afford(E)-alkenyl phosphonates in good yield. This reaction has advantages of mild reaction conditions, simple manipulation and good regioselectivity. The second part involves the reaction of phosphorus-centered radicals initiated by Mn(OAc)3 or Ag2CO3, with indoles to afford selective indolyl phosphonates in good to excellent yields.The structure of products were confirmed by 1H NMR, 13 C NMR and HRMS spectra. On basis of obtained results, several plausible mechanisms were proposed for reactions.
Keywords/Search Tags:phosphorus radical, Mn(OAc)3, Ag2CO3
PDF Full Text Request
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