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Transition-Metal-Based Carbon–Carbon and Carbon–Heteroatom Bond Formation for the Synthesis and Decoration of Heterocycles

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Microwave-Assisted Synthesis of Heterocycles

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

Abstract

A literature overview, up to the end of 2004, of the most important microwave-assisted transition-metal-mediated processes used for the decoration and construction of heterocycles is presented. The emphasis of the chapter lies in the use of palladium-assisted reactions but examples of copper- and nickel-mediated processes are also incorporated.

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Abbreviations

BARF:

tetra[3,5-bis(trifluoromethyl)phenyl]borate

BINAP:

2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl

BOC:

t-butoxycarbonyl

Cbz:

benzyloxycarbonyl

DCE:

1,2-dichloroethane

DCPAB:

2-(dicyclohexylphosphanyl)-2′-(N,N-dimethylamino)biphenyl

DCPB:

2-(dicyclohexylphosphanyl)biphenyl

DME:

1,2-dimethoxyethane

DMF:

N,N-dimethylformamide

dmphen:

2,9-dimethyl-1,10-phenanthroline

DMSO:

dimethyl sulfoxide

dppf:

1,1′-bis(diphenylphosphanyl)ferrocene

DTPB:

2-(di-t-butylphosphanyl)biphenyl

NIS:

N-iodosuccinimide

NMM:

N-methylmorpholine

NMP:

N-methylpyrrolidinone

Ms:

methanesulfonyl or mesyl

phen:

1,10-phenanthroline

PPFA:

N,N-dimethyl-1-[2-(diphenylphosphanyl)ferrocenyl]ethylamine

SPE:

solid-phase extraction

SPOS:

solid-phase organic synthesis

TBAB:

tetrabutylammonium bromide

TBDPS:

t-butyldiphenylsilyl

TFA:

trifluoroacetic acid

THF:

tetrahydrofuran

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  1. Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020, Antwerp, Belgium

    Bert U. W. Maes

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Correspondence to Bert U. W. Maes .

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Erik Van der Eycken C. Oliver Kappe

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Maes, B.U.W. Transition-Metal-Based Carbon–Carbon and Carbon–Heteroatom Bond Formation for the Synthesis and Decoration of Heterocycles. 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_002

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