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Communication | Regular issue | Vol 43, No. 4, 1996, pp.737-743
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7338
Synthesis of Benzimidazo[2,1-a]isoquinolines and 5,6-Dihydrobenzimidazo[2,1-a]isoquinolines

Qun Sun and Edmond J. LaVoie *

*Department of Pharmaceutical Chemistry, Rutgers, The State University of New Jersey, Piscataway, NJ 08855, U.S.A.

Abstract

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 approaches for the preparation of pharmacologically-active benzimidazo[2,1-a]isoquinolines.