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Synthesis of Heteroaromatic Compounds by Alkene and Enyne Metathesis

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Synthesis of Heterocycles by Metathesis Reactions

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 47))

Abstract

The development of robust and functional group tolerant metathesis catalysts has resulted in a rapid expansion of synthetic methodologies that employ this technology. In this chapter, alkene and enyne metathesis-based methodologies for the de novo construction of heteroaromatic compounds are discussed. These protocols capitalise upon the ability to generate complex olefinic products from the combination of two simpler precursors. Advancement to the heteroaromatic target can then be achieved either directly or after modification of the immediate metathesis product. Strategies that rely upon ring-closing alkene metathesis, ring-closing enyne metathesis and alkene cross-metathesis are outlined, along with applications in target-directed synthesis.

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Acknowledgments

N.J.R. thanks the Bristol Chemical Synthesis Doctoral Training Centre, funded by the EPSRC (EP/G036764/1), for the provision of a Ph.D. studentship and the SCI for a postgraduate scholarship. J.F.B. is indebted to the Royal Society for a University Research Fellowship.

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  1. School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK

    Nicholas J. Race & John F. Bower

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  1. Nicholas J. Race
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  2. John F. Bower
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Correspondence to John F. Bower .

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  1. School of Chemistry, University of Glasgow, Glasgow, United Kingdom

    Joëlle Prunet

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© 2015 Springer International Publishing Switzerland

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Race, N.J., Bower, J.F. (2015). Synthesis of Heteroaromatic Compounds by Alkene and Enyne Metathesis. In: Prunet, J. (eds) Synthesis of Heterocycles by Metathesis Reactions. Topics in Heterocyclic Chemistry, vol 47. Springer, Cham. https://doi.org/10.1007/7081_2015_145

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