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. 2020 Feb 3;59(6):2375-2379.
doi: 10.1002/anie.201911012. Epub 2020 Jan 9.

Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization

Maximilian Koy  1 , Peter Bellotti  1 , Felix Katzenburg  1 , Constantin G Daniliuc  1 , Frank Glorius  1
Affiliations

Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization

Maximilian Koy et al. Angew Chem Int Ed Engl. .

Abstract

The redox-neutral dicarbofunctionalization of tri- and tetrasubstituted olefins to form a variety of (hetero)cyclic compounds under photoinduced palladium catalysis is described. This cascade reaction process was used to couple styrenes or acryl amides with a broad range of highly decorated olefins tethered to aryl or alkyl bromides (>50 examples). This procedure enables one or two contiguous all-carbon quaternary centers to be formed in a single step. The products could be readily diversified and applied in the synthesis of a bioactive oxindole analogue.

Keywords: dicarbofunctionalization; heterocycles; palladium catalysis; quaternary centers; radicals.

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References

    1. For relevant reviews, see
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    1. For selected examples of intermolecular dicarbofunctionalizations, see

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