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Microwave-Assisted Synthesis of Heterocycles pp 1–30Cite as

Microwave-Assisted Synthesis and Functionalization of 2-Pyridones, 2-Quinolones and Other Ring-Fused 2-Pyridones

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Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 1))

Abstract

2-pyridones are important heterocycles with great applicability in medicinal chemistry and this core structure can be found in compounds with various biological/medicinal applications. Here we show how microwave-assisted chemistry can be used to effectively synthesize and functionalize substituted monocyclic 2-pyridones, 2-quinolones and other ring-fused 2-pyridones. The chapter covers recent advancements in this field mainly describing methods developed with instruments specially designed for microwave-assisted organic synthesis (MAOS).

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Abbreviations

BINAP:

2,2′-Bis(diphenylphosphino)-1,1′-binaphtyl

BMS:

Borane methylsulfide

Bn:

Benzyl

Bu:

Butyl

dba:

Dibenzylideneaceton

DCE:

1,2-dichloroethane

DEAD:

Diethyl azodicarboxylate

DMA:

N,N-dimethylacetamide

DME:

1,2-dimethoxyethane

DMF:

N,N-dimethylformamide

DMFDMA:

N,N-dimethylformamide dimethyl acetal

DMFDEA:

N,N-dimethylformamide diethyl acetal

MAOS:

Microwave-assisted organic synthesis

MW:

Microwaves

NBS:

N-bromosuccinimide

NMP:

N-methyl-2-pyrrolidinone

TEA:

Triethylamine

TFA:

Trifluroacetic acid

THF:

Tetrahydrofurane

rt:

Room temperature

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Acknowledgments

We are very grateful to Prof. Dr. Basudeb Basu and M.Sc. Veronica Åberg for helpful discussions in the process of finalizing this book chapter.

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Authors and Affiliations

  1. Organic Chemistry, Department of Chemistry, Umeå University, 90187, Umeå, Sweden

    Nils Pemberton, Erik Chorell & Fredrik Almqvist

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  1. Nils Pemberton
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  2. Erik Chorell
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  3. Fredrik Almqvist
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Correspondence to Fredrik Almqvist .

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Erik Van der Eycken C. Oliver Kappe

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Pemberton, N., Chorell, E., Almqvist, F. Microwave-Assisted Synthesis and Functionalization of 2-Pyridones, 2-Quinolones and Other Ring-Fused 2-Pyridones. In: Van der Eycken, E., Kappe, C.O. (eds) Microwave-Assisted Synthesis of Heterocycles. Topics in Heterocyclic Chemistry, vol 1. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_006

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