Details

Autor(en) / Beteiligte

• Kurandina, D.V.
• Eliseenkov, E.V.
• Khaibulova, T.S.
• Petrov, A.A.
• Boyarskiy, V.P.

Titel

Copper-catalyzed C–N bond cross-coupling of aryl halides and amines in water in the presence of ligand derived from oxalyl dihydrazide: scope and limitation

Ist Teil von

• Tetrahedron, 2015-10, Vol.71 (41), p.7931-7937

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

2015

Link zum Volltext

Quelle

Elsevier ScienceDirect Journals Complete

Beschreibungen/Notizen

• An efficient and convenient method has been developed for the copper-catalyzed C–N bond cross-coupling of aryl bromides with electron-donor substituents and aliphatic amines in water. The new ligand system N-phenyloxalyl bishydrazide/hexane-2,5-dione has been shown to be considerably more efficient in the copper-catalyzed C–N bond cross-coupling reaction as compared to the ligands described in the literature and allowed decreasing of the catalyst amount (up to 2 mol%) to achieve acceptable yields of isolated products (46–84%). Acceptor substituted aryl bromides, aryl bromides with substituents in the ortho-position, and some aryl dichlorides can undergo the C–N cross-coupling under the developed conditions, but their reactivity is lower. [Display omitted]