Tetrahedron

A tandem highly stereoselective FeCl 3-promoted synthesis of a bisindoline: synthetic utility of radical cations in heterocyclic construction

…, P Richomme, D Rondeau, I Noorbatcha, K Awang

Index: Thomas, Noel F.; Velu, Saraswati S.; Weber, Jean-Frederic F.; Lee; Hadi, A. Hamid A.; Richomme, Pascal; Rondeau, David; Noorbatcha, Ibrahim; Awang, Khalijah Tetrahedron, 2004 , vol. 60, # 51 p. 11733 - 11742

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Citation Number: 18

Abstract

A conceptually distinctive stereoselective construction of the novel dimer, N-[N′-acetyl-7, 7′-bis-(3, 4-dimethoxy-phenyl)-7, 8, 7′, 8′-tetrahydro-N′ H-[8, 8′] biindolyl-N-yl]- ethanone (bisindoline) is described below. These structures, which include 7-(3, 4- dimethoxyphenyl)-indoline (veratryl indoline), were obtained by the tactical combination of palladium-catalysed coupling which produced 10-acetamido-3, 4-dimethoxystilbene, ...