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C-H Bond Activation and Catalytic Functionalization I pp 77–102Cite as

Recent Developments in Pd-Catalyzed Direct Arylations of Heteroarenes with Aryl Halides

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Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 55))

Abstract

The direct arylation of heteroaromatic compounds with aryl halides using palladium catalysts has significantly been developed as an effective method for making (hetero)aryl-heteroaryl bonds, which are frequently found in biologically active compounds and functional materials. However, issues regarding costly reagents, regioselectivity, and harsh reaction conditions have to be solved to really compete with the classical transition metal-mediated cross-coupling procedures involving stoichiometric organometallic reagents. In this review, the most relevant developments aimed at solving these issues are summarized.

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Abbreviations

Ad:

1-Adamanthyl

Bn:

Benzyl

Boc:

tert-Butoxycarbonyl

Cy:

Cyclohexyl

dppb:

1,4-Bis(diphenylphosphino)butane

dppe:

1,2-Bis(diphenylphosphino)ethane

DMA:

Dimethylacetamide

DMF:

Dimethylformamide

DMSO:

Dimethyl sulfoxide

NMP:

N-Methylpyrrolidone

SEM:

2-(Trimethylsilyl)ethoxymethyl

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Author information

Authors and Affiliations

  1. Dipartimento di Chimica e Chimica Industriale, Università Di Pisa, Pisa, 56124, Italy

    Fabio Bellina

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  1. Fabio Bellina
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Correspondence to Fabio Bellina .

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Editors and Affiliations

  1. Université de Rennes, Rennes, France

    Pierre H. Dixneuf

  2. Université de Rennes , Rennes, France

    Henri Doucet

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Bellina, F. (2015). Recent Developments in Pd-Catalyzed Direct Arylations of Heteroarenes with Aryl Halides. In: Dixneuf, P., Doucet, H. (eds) C-H Bond Activation and Catalytic Functionalization I. Topics in Organometallic Chemistry, vol 55. Springer, Cham. https://doi.org/10.1007/3418_2015_121

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