Mild copper-catalyzed N-arylation of azaheterocycles with aryl halides

Mild copper-catalyzed N-arylation of azaheterocycles with aryl halides

[Display omitted] A highly efficient copper(I)-catalyzed N-arylation of azaheterocycles with various aryl halides is reported. The N-arylation reaction can be carried out using as low as 0.5 mol % of (Cu(I)OTf) 2·PhH and 1.0 mol % of 4,7-dichloro-1,10-phenanthroline as the ligand. Furthermore, cheap...

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Veröffentlicht in:Tetrahedron letters 2005-04, Vol.46 (14), p.2405-2409
Hauptverfasser: Kuil, Mark, Bekedam, E. Koen, Visser, Gerben M., van den Hoogenband, Adri, Terpstra, Jan Willem, Kamer, Paul C.J., van Leeuwen, Piet W.N.M., van Strijdonck, Gino P.F.
Format: Artikel
Sprache:eng
Schlagworte:
amination
arylboronic acids
bond formation
c-n
efficient
goldberg reactions
imidazoles
nitrogen-heterocycles
organic-synthesis
ullmann synthesis
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Zusammenfassung:[Display omitted] A highly efficient copper(I)-catalyzed N-arylation of azaheterocycles with various aryl halides is reported. The N-arylation reaction can be carried out using as low as 0.5 mol % of (Cu(I)OTf) 2·PhH and 1.0 mol % of 4,7-dichloro-1,10-phenanthroline as the ligand. Furthermore, cheap and stable copper precursors like Cu(I)I and Cu(II)(OAc) 2·H 2O and the cheap and mild base K 2CO 3 can be used.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.02.074