Tetrahedron

An efficient entry to pyrrolo [1, 2-b] isoquinolines and related systems through Parham cyclisation

J Ruiz, A Ardeo, R Ignacio, N Sotomayor, E Lete

Index: Ruiz, Javier; Ardeo, Ainhoa; Ignacio, Roberto; Sotomayor, Nuria; Lete, Esther Tetrahedron, 2005 , vol. 61, # 13 p. 3311 - 3324

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Citation Number: 40

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.