Olefin cross-metathesis for the synthesis of heteroaromatic compounds

The olefin metathesis reaction has underpinned spectacular achievements in organic synthesis in recent years. Arguably, metathesis has now become the foremost choice for a carboncarbon double bond disconnection. Despite this general utility, de novo routes to heteroaromatic compounds using the cross...

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Veröffentlicht in:Organic & biomolecular chemistry 2012-02, Vol.1 (7), p.1322-1328
Hauptverfasser: Donohoe, Timothy J, Bower, John F, Chan, Louis K. M
Format: Artikel
Sprache:eng
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Zusammenfassung:The olefin metathesis reaction has underpinned spectacular achievements in organic synthesis in recent years. Arguably, metathesis has now become the foremost choice for a carboncarbon double bond disconnection. Despite this general utility, de novo routes to heteroaromatic compounds using the cross-metathesis (CM) reaction have only recently emerged as an efficient strategy. This approach allows a convergent union of simple, functionalised, three- to four-carbon olefinic core building blocks, to generate furans, pyrroles and pyridines with a high degree of control of substitution pattern in the product. The olefin cross-metathesis reaction has recently emerged as a new method for the synthesis of heteroaromatic compounds, enabling high levels of control over substitution pattern and functional group incorporation.
ISSN:1477-0520
1477-0539
DOI:10.1039/c2ob06659a