Related Experiment Video
Updated: Jan 20, 2026
Palladium-Catalyzed Cross Coupling; Heck Coupling Reaction
Published on: April 30, 2023
Heterogeneously Catalyzed Domino Synthesis of 3-Indolylquinones Involving Direct Oxidative C-C Coupling of
Sumit B Kamble1, Praneet P Vyas2, Radha V Jayaram2
1Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune 411008, India.
Abstract:
A domino synthesis of 3-indolylquinones was achieved successfully via direct oxidative C-C coupling of hydroquinones with indoles over Ag2O and Fe3O4/povidone-phosphotungstic acid (PVP-PWA) catalysts using H2O2 in tetrahydrofuran at room temperature. Ag2O catalyzed the in situ oxidation of hydroquinone and 3-indolylhydroquinone intermediates, whereas ferrite solid acid, Fe3O4/PVP-PWA, with a 1:4:1 ratio of Fe3O4, PVP, and PWA, catalyzed the activation of quinones. The efficiency of this catalytic domino approach was established by a broad scope of substrates involving a variety of hydroquinones and quinones to give high yields (81-97%) of 3-indolylquinones. Fe3O4/PVP-PWA was separated magnetically, whereas simple filtration could separate Ag2O, both of which could be recycled several times without losing their activities.
Related Concept Videos
Palladium-Catalyzed Cross Coupling
This experiment will demonstrate the concept of a palladium-catalyzed cross coupling. The set-up of a typical Pd-catalyzed cross coupling reaction will be illustrated. Pd-catalyzed cross coupling reactions have had a profound effect on how synthetic chemists create molecules. These reactions have enabled chemists to construct bonds in new and more efficient ways. Such reactions have found widespread...
08:55Hydroquinone Based Synthesis of Gold Nanorods
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
11:15HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin
09:34Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

