Direct Oxidative Coupling of N‐Acetyl Indoles and Phenols for the Synthesis of Benzofuroindolines Related to Phalarine |
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| Authors: | Terry Tomakinian Dr Régis Guillot Prof?Dr Cyrille Kouklovsky Dr Guillaume Vincent |
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| Institution: | Univ. Paris Sud and CNRS, Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Equipe Méthodologie, Synthèse et Molécules Thérapeutiques, Bat. 410, 15 rue G. Clemenceau, 91405 Orsay (France) http://www.icmmo.u‐psud.fr/Labos/LPSN/cv/guillaume.php |
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| Abstract: | Inspired by the biogenetic synthesis of benzofuroindoline‐containing natural products, we designed an oxidative coupling between phenol and N‐acetyl indoles. This straightforward and direct radical process, mediated by 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone and FeCl3 allowed the regioselective synthesis of benzofuro3,2‐b]indolines, whose structure is found in the natural product phalarine. |
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| Keywords: | benzofuroindolines indoles oxidative coupling phalarine phenols |
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