Tetrahedron Letters

A concise route to iboga-analogues via the formation of suitably substituted-2-indoles

GK Jana, S Sinha

Index: Jana, Goutam Kumar; Sinha, Surajit Tetrahedron Letters, 2010 , vol. 51, # 15 p. 1994 - 1996

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Citation Number: 13

Abstract

A concise route to iboga-analogues has been developed. Important steps include a Pd- catalyzed Sonogashira coupling of Boc-2-idodaniline with terminal alkynes and the formation of 2-substituted indoles in the presence of tetrabutylammonium fluoride to give the key intermediate, dehydroisoquinuclidine-containing indole. The final step cyclization between indole-3-position and dehydroisoquinuclidine ring was achieved using Pd (II)– ...