Abstract

A Bronsted acid promoted intramolecular Friedel–Crafts cyclization of β-benzoyl- and β-acetylpyrrol-2(5H)-one derivatives tethered via nitrogen to an electron-rich arene nucleus is developed. Using this efficient methodology, various pyrrolo[2,1-a]isoquinoline and pyrrolo[2,1-a]benzazepine derivatives are prepared in a two-step sequence starting from readily available ethyl (Z)-3-bromomethyl-4-oxo-4-phenylbut-2-enoate or ethyl (Z)-3-bromomethyl-4-oxopent-2-enoate.

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