[Cu(NHC)]-Catalyzed C-H Allylation and Alkenylation of both Electron-Deficient and Electron-Rich (Hetero)arenes with Allyl Halides

Cited 32 time in webofscience Cited 0 time in scopus
  • Hit : 234
  • Download : 0
New reactivity of a [Cu(NHC)] (NHC = N-heterocyclic carbene) catalyst is disclosed for the efficient C-H allylation of polyfluoroarenes using allyl halides in benzene at room temperature. The same catalyst system also promotes an isomerization-induced alkenylation of initially the generated allyl arenes when the reaction is run in tetrahydrofuran. Significantly, not only electron-deficient but also electron-rich (hetero)arenes undergo this double-bond migration process, thus leading to alkenylated products. The present system features mild reaction conditions, broad scope with respect to the arene substrates and allyl halide reactants, good functional-group tolerance, and high stereoselectivity.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2016-01
Language
English
Article Type
Article
Keywords

BOND FUNCTIONALIZATION; CATALYZED ISOMERIZATION; AROMATIC-COMPOUNDS; ARYLBORONIC ACIDS; ARYL BROMIDES; COPPER; ALKENES; ARYLATION; OLEFINS; MILD

Citation

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.55, no.5, pp.1876 - 1880

ISSN
1433-7851
DOI
10.1002/anie.201510180
URI
http://hdl.handle.net/10203/208007
Appears in Collection
CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.
This item is cited by other documents in WoS
⊙ Detail Information in WoSⓡ Click to see webofscience_button
⊙ Cited 32 items in WoS Click to see citing articles in records_button

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0