Catalytic Wacker‐type Oxidations using Visible Light Photoredox Catalysis

Y. Ann Ho, E. Paffenholz, H. Jin Kim, B. Orgis, M. Rueping, D.C. Fabry
ChemCatChem, (2019)

Catalytic Wacker‐type Oxidations using Visible Light Photoredox Catalysis

Keywords

Oxidation, Ketone, Palladium, Copper-free, Superoxide

Abstract

A combined palladium / photoredox catalytic system for the efficient oxidation of terminal olefins to the corresponding methyl ketones is presented. The interplay of air, water, and light leads to a protocol in which the stoichiometric oxidants required for oxidative palladium catalysis are substituted with catalytic, single‐electron transfer processes. Detailed mechanistic investigations revealed the role of the key components, in situ generated species, and catalysts. A broad range of substrates was examined in homogeneous as well as heterogeneous photoredox protocols, delivering the desired products in good yields.

Code

DOI: 10.1002/cctc.201900271

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