6533b837fe1ef96bd12a28e0

RESEARCH PRODUCT

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

Pedro J. Llabres-campanerBelén AbarcaRafael BallesterosRafael Ballesteros-garrido

subject

Indole test010405 organic chemistryOrganic ChemistryCondensationHigh selectivity010402 general chemistryHeterogeneous catalysis01 natural sciencesTautomerCombinatorial chemistry0104 chemical scienceschemistry.chemical_compoundchemistryAmine gas treatingEthylene glycol

description

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.

10.1021/acs.joc.7b02722https://pubmed.ncbi.nlm.nih.gov/29228769