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Synthesis 2018; 50(24): 4823-4828
DOI: 10.1055/s-0036-1592002
DOI: 10.1055/s-0036-1592002
paper
N-Iodosuccinimide-Mediated Oxidative Coupling of Indoles and Phenols: A Synthetic Study toward the Benzofuroindoline Moiety of Bipleiophylline
We gratefully acknowledge the ‘Fondation pour le développement de la chimie des substances naturelles et ses applications; sous l’égide de l’Académie des Sciences’ for a Ph.D. fellowship to N.D., the ANR (ANR-15-CE29-0001, ‘Mount Indole’; ANR-12-JS07-0002, ‘CouPhIn’), Université Paris-Sud and the CNRS for financial support.Weitere Informationen
Publikationsverlauf
Received: 14. Februar 2018
Accepted after revision: 03. April 2018
Publikationsdatum:
08. Mai 2018 (online)
Dedicated to Prof. Marco A. Ciufolini
Abstract
We report our efforts to apply an N-iodosuccinimide-mediated dearomative oxidative coupling of indoles and phenols to benzofuroindoline-containing polycyclic scaffolds related to the natural product bipleiophylline. Suitable conditions from N-substituted indoles are developed and applied to the synthesis of a hexacyclic model starting from a tetracyclic ABCE precursor.
Key words
oxidative coupling - indole - dearomatization - phenol - benzofuroindoline - bipleiophyllineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1592002.
- Supporting Information
- CIF File
-
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Inspired from: