Synlett 2015; 26(04): 432-440
DOI: 10.1055/s-0034-1379495
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© Georg Thieme Verlag Stuttgart · New York

The Quest for an Oxidative Coupling of Phenols and Indoles towards Benzofuroindolines: A Two-Stage Approach

Rodolphe Beaud
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
,
Terry Tomakinian
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
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Natacha Denizot
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
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Annie Pouilhès
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
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Cyrille Kouklovsky
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
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Guillaume Vincent*
Univ Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Equipe Méthodologie – Synthèse et Molécules Thérapeutiques, Bat 410, 91405 Orsay, France   Fax: ??? Fax number ???   Email: guillaume.vincent@u-psud.fr
› Author Affiliations
Further Information

Publication History

Received: 12 September 2014

Accepted after revision: 18 October 2014

Publication Date:
09 December 2014 (online)

Abstract

The benzofuroindoline motif is found in several natural products and its biosynthesis is believed to be the oxidative coupling of phenols and indoles. A two-stage sequence has been developed to assemble these two units through the generation of electrophilic N-acetylindoles. A large number of benzofuroindolines were obtained by this strategy.

 
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