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An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation
Authors:Javier Ruiz
Affiliation:Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, Apdo. 644. 48080 Bilbao, Spain
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.
Keywords:Lithiation   Lithium-halogen exchange   Parham cyclisation   Pyrrolo[1,2-b]isoquinoline
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