Journal of Organic Chemistry p. 521 - 526 (2018)
Update date:2022-08-04
Topics: Anilines heterogeneous Indoles Ethylene Glycol Acceptorless Dehydrogenative Condensation
Llabres-Campaner, Pedro Juan
Ballesteros-Garrido, Rafael
Ballesteros, Rafael
Abarca, Belén
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/Al2O3 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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