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The formation of substituted benzimidazo[2,1-a]isoquinolines by the palladium-catalyzed intramolecular cyclization of 2-[2-(2-trimethylsilyl-ethynyl)-phenyl]-1H-benzimidazole is described. 5,6-Dihydrobenzimidazo[2,1-a]isoquinolines were formed directly during the condensation of a 1,2-phenylenediamine with an o-vinylbenzaldehyde. These synthetic routes represent useful approachs for the preparation of pharmacologically-active benzimidazo[2,1-a]isoquinolines.
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