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Synthesis Of Tetra-substituted Furans By [3+2] Cycloaddition Of Propargylic Alcohols And ?-Oxo Ketene Dithioacetals

Posted on:2018-07-21Degree:MasterType:Thesis
Country:ChinaCandidate:M T ChenFull Text:PDF
GTID:2321330536473096Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
This article contains two parts.The first part is the synthesis of tetra-substituted furan by the [3+2] cycloaddition of propargylic alcohols and ?-Oxo ketene dithioacetals.Furan ring is a common structural fragment of organic molecules,widely found in natural products and bioactive molecules.At the same time,furan compounds are also important chemical raw materials.Therefore,it is necessary to study the new method of synthesizing furan derivatives.The [3+2] cycloaddition of ?-amide-substituted propargylic alcohols and ?-Oxo ketene dithioacetals can successfully synthesis of multi-substituted furan series derivatives,the resulting compounds are rich in polar functional groups.And for the development of structural diversity of the biological activity of molecules to lay the foundation.This method is easy to obtain raw materials,mild conditions,good atomic economy,high yield.The reaction pattern is different from the method reported in the literature and has important methodological significance.The second part is the mechanism of deoxyphosphonation of azoarene N-oxides.In our laboratory,it was found that trichlorobromomethane could promote the deoxynenzoylation reaction of azoaromatic N-oxides,but the mechanism was unknown.On this basis,the mechanism of the reaction is clearly illustrated by the experimental design.
Keywords/Search Tags:propargylic alcohols, ?-oxo ketene dithioacetals, poly-substituted furans, deoxy-phosphonation, mechanism study
PDF Full Text Request
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