Heterocyclic Compounds
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ChemInform Abstract: Metalation—Cyclization Sequence on N-(o-Halobenzyl)pyrroles. Synthesis of Pyrrolo[1,2-b]isoquinolones.
First published: 30 May 2010
Abstract
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ChemInform Abstract
N-(o-Halobenzyl)pyrroles are prepared by alkylation of pyrrole (II) with various benzyl bromides. Subsequent Parham cyclization occurs on metalation to give pyrrolo[1,2-b]isoquinolones (IV). In the case of trimethoxy-substituted (IIIg) cyclization is precluded, presumably by steric hindrance of the o-methoxy group.
