Straight Access to Indoles from Anilines and Ethylene Glycol by Heterogeneous Acceptorless Dehydrogenative Condensation.

J Org Chem

Departamento de Química Orgánica, Facultad de Farmacia Universidad de Valencia , Vicent Andres Estelles s/n 46100 Burjassot, Spain.

Published: January 2018

The development of original strategies for the preparation of indole derivatives is a major goal in drug design. Herein, we report the first straight access to indoles from anilines and ethylene glycol by heterogeneous catalysis, based on an acceptorless dehydrogenative condensation, under noninert conditions. In order to achieve high selectivity, a combination of Pt/AlO and ZnO have been found to slowly dehydrogenate ethylene glycol generating, after condensation with the amine and tautomeric equilibrium, the corresponding pyrrole-ring unsubstituted indoles.

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http://dx.doi.org/10.1021/acs.joc.7b02722DOI Listing

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