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Visible Light Photocatalyzed α-Alkylation Of Tertiary Arylamines And Sulfonylation Of Allenes

Posted on:2021-05-13Degree:MasterType:Thesis
Country:ChinaCandidate:J T XuFull Text:PDF
GTID:2381330611451791Subject:Chemistry
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The functionalization of C(sp~3)-H bond is very important and challenging,in the current development of C(sp~3)-H bond functionalization methods,visible light photocatalysis has become a simple and efficient strategy for the functionalization of C(sp~3)-H bond,which enables many organic compounds to be synthesized under mild green conditions.Among them,the synthesis ofβ-aminoketone by visible light photoredox-catalyzedα-alkylation of cyclic tertiary arylamines is typical representative.In addition,we have developed a new method for the synthesis of vinyl sulfones by atom transfer radical addition of allenes under visible light photocatalysis.This paper will start from the following three parts.Chapter 1:In this chapter we first introduce the research status and catalytic mode of visible light photocatalysis in recent years,then summarizes the traditional synthesis methods and the related reaction research of tertiary amineα-position C(sp~3)-H bond functionalization under visible light photocatalysis.Chapter 2:In this chapter we discuss the application of visible light photoredox-catalyzedα-alkylation of cyclic tertiary arylamines to synthesizeβ-aminoketones.The synthesis strategy developed by us is characterized by mild and green reaction conditions,good functional group tolerance,high atom and step economy.Using this synthesis strategy,we have synthesized a variety ofβ-aminoketones in good to excellent yields.Chapter 3:In this chapter,we have developed a method for the synthesis of vinyl sulfones by atom transfer radical addition of allene catalyzed by visible light photocatalysis.Compared with the traditional method of synthesizing vinyl sulfone,the prominent advantage of this method is that the oxidation-reduction neutral and mild reaction conditions.What’s more,E-vinyl sulfone can be obtained with high yield and regioselectivity.
Keywords/Search Tags:visible-light photocatalysis, tertiary arylamines, C(sp~3)-H functionalization, β-aminoketones, allene, vinyl sulfone
PDF Full Text Request
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