Towards Ideal Synthesis: Alkenylation of Aryl CH Bonds by a Fujiwara-Moritani Reaction
An overview of recent progress in the Fujiwara–Moritani reaction, which is the palladium‐catalyzed oxidative coupling of arenes with olefins to afford alkenyl arenes, is described. It is emphasized that regioselectivity on aryl ortho‐ or meta‐CH activation could be controlled very well in the prese...
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Veröffentlicht in: | Chemistry : a European journal 2014-01, Vol.20 (3), p.634-642 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | An overview of recent progress in the Fujiwara–Moritani reaction, which is the palladium‐catalyzed oxidative coupling of arenes with olefins to afford alkenyl arenes, is described. It is emphasized that regioselectivity on aryl ortho‐ or meta‐CH activation could be controlled very well in the presence of Pd, Rh, or Ru catalysts with the assistance of various chelation groups on aromatic rings in this coupling reaction. Catalytic alkenylation of aryl CH bonds from simple arenes is also discussed, especially from electron‐deficient arenes. These advanced protocols would not only make the Fujiwara–Moritani reaction more useful and applicable in organic synthesis but also light the way for the further development of the functionalization of normal CH bonds.
Chemical power tools: The Fujiwara–Moritani reaction is the palladium‐catalyzed coupling reaction of a simple aryl CH bond with an alkenyl CH bond to form a new CC bond (see scheme). This Minireview focuses on the advances in the past five years related to the activation of various aryl CH bonds in this coupling reaction. |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.201303670 |