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Nenitzescu Synthesis of 5-Hydroxyindoles with Zinc, Iron and Magnesium Salts in Cyclopentyl Methyl Ether

Giuseppe Satta, Elena Usala, Angelo Solinas, Melina Romer, Marco Livesi, Giovanni Michele Pira,Andrea Beccu,Silvia Carboni,Silvia Gaspa,Lidia De Luca,Luisa Pisano,Ugo Azzena,Massimo Carraro

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2021)

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Abstract
In this work, mild Lewis acids and low environmental impact solvents were investigated for Nenitzescu synthesis. Cyclopentyl methyl ether can be used at room temperature in substitution of halogenated solvents with zinc, iron and magnesium salts as homogeneous catalysts to give 5-hydroxyindoles in fair to good yields. The reaction features a straightforward workup and excellent solvent recycle.
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Key words
CPME, Cyclization, Indole Synthesis, Lewis acids, Nenitzescu
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