Arylation of indoles using cyclohexanones dually-catalyzed by niobic acid and palladium-on-carbons

Org Biomol Chem. 2020 May 28;18(20):3898-3902. doi: 10.1039/d0ob00702a. Epub 2020 May 12.

Abstract

3-Arylindoles were easily constructed from indoles and cyclohexanone derivatives using a combination of catalytic niobic acid-on-carbon (Nb2O5/C) and palladium-on-carbon (Pd/C) under heating conditions without any oxidants. The Lewis acidic Nb2O5/C promoted the nucleophilic addition of indoles to the cyclohexanones, and the subsequent dehydration and Pd/C-catalyzed dehydrogenation produced the 3-arylindoles. The additive 2,3-dimethyl-1,3-butadiene worked as a hydrogen acceptor to facilitate the dehydrogenation step.

Publication types

  • Research Support, Non-U.S. Gov't