Abstract
The cyclization between o-haloanilides and primary amines has been successfully developed under heterogeneous copper catalysis via the C–N coupling in DMSO at 25-50 °C in the existence of a catalytic amount of L-proline-modified MCM-41-bound Cu(I) catalyst [L-Proline-CuI-MCM-41] with K2CO3 as base, followed by an intramolecular condensation, furnishing a broad range of 1,2-disubstituted benzimidazoles with mostly good to high yields. The heterogenized L-proline-copper(I) iodide complex displays a similar catalytic efficiency to the homogeneous analogue (L-proline/CuI) and is facile to recover by a simple centrifugation, and can be recycled more than 8 times without any remarkable loss of its catalytic efficiency.
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