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The synthesis of indolo- and pyrrolo[2,1-a]isoquinolines
Authors:Charles B de Koning  Joseph P Michael  Rakhi Pathak  Willem AL van Otterlo
Institution:Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, 2050 Johannesburg, South Africa
Abstract:The synthesis of fused isoquinolines from N-benzyl protected indoles and pyrroles is described. For example, treatment of t-butyl-2-(2-formyl-3,4-dihydro-1-naphthalenyl)-3-methyl-1H-indole-1-carboxylate with KOBut in DMF provided 14-methyl-8-phenylbenzoh]indolo2,1-a]isoquinoline in good yield. Analogous N-benzylpyrrole precursors could similarly be cyclized to give pyrrolo2,1-a]isoquinolines.
Keywords:Isoquinolines  Potassium t-butoxide
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