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Synthesis Of Indolo[2,1-a]isoquinoline Derivatives And C(sp~2)-H Acylation Via Visible-light Photoredox Catalysis

Posted on:2020-08-24Degree:MasterType:Thesis
Country:ChinaCandidate:Y L WeiFull Text:PDF
GTID:2381330596987055Subject:Chemistry
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In recent years,visible-light photoredox catalysis has emerged as a sustainable and robust synthetic platform for the generation of reacting intermediates via single electron-transfer or energy-transfer events,which enable chemists to access many elegant chemical processes.Particularly,the radical acylation reaction via photoredox catalysis is one of the most potent methods to construct ketones.We envisioned that synthesis of valuable acyl containing compounds from easy accessibility of raw substrate and aroyl chlorides would be realized via a photoredox catalyzed radical acylation reaction.The manuscript would be divided into three chapters.Chapter 1:In this chapter we briefly introduced the photoredox catalysis procedures and listed some common photoredox catalyst.Then,we reviewed the research and development of acyl radical which generated from traditional methods and visible-light photoredox catalysis.Chapter 2:We describe a photocatalyzed transformation for the synthesis of the indolo[2,1-a]isoquinoline core structure.This redox neutral reaction features mild reaction conditions and exceptional functional group tolerance.A series of valuable indolo[2,1-a]isoquinoline derivatives bearing various functional groups were synthesized using this method in good to excellent yields.Chapter 3:We report a mild and versatile method for the selected C(sp~2)-H acylation of indoles and 2-arylpyrimidines through merging palladium catalysis and photoredox catalysis.The protocol described here features redox neutral and mild reaction conditions.Remarkably,the electron-poor monoacylation compounds would further acylation to deliver diacylation products.
Keywords/Search Tags:visible-light photoredox catalysis, acyl radical, C(sp~2)-H acylation, indolo[2,1-a]isoquinoline
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