Synthesis of Heteroaromatic Compounds by Alkene and Enyne Metathesis

Chapter
First Online:
Part of the Topics in Heterocyclic Chemistry book series (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.

Keywords

Metathesis Heteroaromatic De novo Furan Pyrrole Pyridine Indole 
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Notes

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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© Springer International Publishing Switzerland 2015

Authors and Affiliations

  1. 1.School of Chemistry, University of BristolBristolUK

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