Volume 42, Issue 21
Heterocyclic Compounds

ChemInform Abstract: Synthesis of Dihydropyrano[3,2-e]indoles as Rotationally Restricted Phenolic Analogues of 5-Hydroxyindole—Thermal Claisen Approach versus Gold Catalysis.

George N. Karageorge

George N. Karageorge

Neurosci. Discovery Chem., Res. Dev., Bristol-Myers Squibb Co., Wallingford, CT 06492, USA

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John E. Macor

John E. Macor

Neurosci. Discovery Chem., Res. Dev., Bristol-Myers Squibb Co., Wallingford, CT 06492, USA

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First published: 28 April 2011

Abstract

The use on a gold catalyst facilitates the Claisen rearrangement/cyclization of propargyloxyindoles (I) allowing to reduce the reaction temperature from 156°C to 101°C with better yields of the condensed heterocycles (II).

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