An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation |
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Authors: | Javier Ruiz |
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Affiliation: | Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644. 48080 Bilbao, Spain |
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Abstract: | Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure has been extended to the preparation of seven and eight membered rings, opening a route to benzazepine and benzazocine skeletons. |
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Keywords: | Lithiation Lithium-halogen exchange Parham cyclisation Pyrrolo[1,2-b]isoquinoline |
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