Copper- and palladium-catalyzed intramolecular aryl guanidinylation: An efficient method for the synthesis of 2-aminobenzimidazoles

被引:204
作者
Evindar, G [1 ]
Batey, RA [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/ol027061h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The formation of 2-aminobenzimidazoles via intramolecular C-N bond formation between an aryl halide and a guanidine moiety can be achieved using either copper or palladium catalysis. Inexpensive copper salts such as Cul are generally superior to the use of palladium catalysts. Regioselective cyclizations, where R-3 = H, can be achieved in high yield under Cul/1,10-phenanthroline-catalyzed conditions, whereas palladium catalysis results in the formation of regioisomeric products.
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页码:133 / 136
页数:4
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