Photocatalytic Indole Diels-Alder Cycloadditions Mediated by Heterogeneous Platinum-Modified Titanium Dioxide
Spencer P Pitre1, Juan C Scaiano1, Tehshik P Yoon2
1Department of Chemistry and Biomolecular Sciences and Centre for Catalysis Research and Innovation, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, K1N 6N5, Canada.
Abstract:
Indole alkaloids represent an important class of molecules, with many naturally occurring derivatives possessing significant biological activity. One area that requires further development in the synthesis of indole derivatives is the Diels-Alder reaction. In this work, we expand on our previously developed heterogeneous protocol for the [4+2] cycloaddition of indoles and electron-rich dienes mediated by platinum nanoparticles supported on titanium dioxide semiconductor particles (Pt(0.2%)@TiO2) with visible-light irradiation. This reaction proceeds with broad scope and is more efficient per incident photon than the previous homogeneous method, and the catalyst can be easily recycled and reused.
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