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The Reaction Of Radical Halosulfonylation Of Alkynes Using Sulfonylhydrazides As Precursors

Posted on:2015-08-19Degree:MasterType:Thesis
Country:ChinaCandidate:X H ShiFull Text:PDF
GTID:2181330467452433Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Sulfone compounds are very valuable biologically active compounds, which are primary components of many drugs on market and are extensively used as intermediates in organic synthesis. They play a very important role in organic synthesis. Difunctional olefins are widespread in organic molecules and play a important role in many medicinal chemistry and organic synthesis. Based on the importance of them, a new method for the synthesis of holo (chloro, bromo, iodo)-vinylsulfones has been developed.Chapter one, the various methods of the synthesis of sulfone compounds and different free radical addition reaction of unsaturated bonds have been summarized.Chapter two, chloro or bromo sulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive FeCl3·6H2O or FeBr3as halide source in the presence of TBHP, allowing the regio-and stereoselective generation of (E)-β-chloro and bromo vinylsulfonesChapter three, iodo sulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive I2as halide source in the presence of TBHP, allowing the regio-and stereoselective generation of (E)-β-iodo-vinylsulfonesIn summary, we have developed halosulfonylation of alkynes using sulfonylhydrazides as the sulfonyl precursor and inexpensive iron halide or I2as halide source. It provides efficient and general access to holo (chloro, bromo,iodo)-vinylsulfones.
Keywords/Search Tags:Difunctional olefins, TBHP, Sulfonylhydrazides, Sulfonylradicals, Holo-vinylsulfones
PDF Full Text Request
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