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  • Title: Copper- and palladium-catalyzed intramolecular aryl guanidinylation: an efficient method for the synthesis of 2-aminobenzimidazoles.
    Author: Evindar G, Batey RA.
    Journal: Org Lett; 2003 Jan 23; 5(2):133-6. PubMed ID: 12529123.
    Abstract:
    [reaction: see text] The formation of 2-aminobenzimidazoles via intramolecular C[bond]N formation between an aryl halide and a guanidine moiety can be achieved using either copper or palladium catalysis. Inexpensive copper salts such as CuI are generally superior to the use of palladium catalysts. Regioselective cyclizations, where R(3) = H, can be achieved in high yield under CuI/1,10-phenanthroline-catalyzed conditions, whereas palladium catalysis results in the formation of regioisomeric products.
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