ChemCatChem
10.1002/cctc.201900271
COMMUNICATION
Bottecchia, N. J. W. Straathof, V. Hessel, T. Noe, 2016; d) T. Chatterjee,
N. Iqbal, Y. You, E. J. Cho, 2016; e) J.-r. Chen, X.-q. Hu, L.-q. Lu, W.-j.
Xiao, 2016; f) N. Corrigan, S. Shanmugam, C. Boyer, 2016, 6165-6212;
g) J. J. Douglas, M. J. Sevrin, C. R. J. Stephenson, 2016; h) M. D. Ka, J.
A. Porco, C. R. J. Stephenson, 2016; i) T. Koike, M. Akita, 2016; j) R.
Porta, M. Benaglia, A. Puglisi, 2016; k) A. P. Taylor, O. Fadeyi, 2016, 14;
l) M. B. Plutschack, K. Gilmore, P. H. Seeberger, 2017; m) J. Xie, 2017,
4
). In order to increase the catalytic performance of the
semiconductor which showed low reactivity at small scale
reactions due to its low molecular weight and high density powder,
4
0.4 mmol scale reactions using 10 mol% of BiVO were tested,
giving the desired products 5 and 12 in good yields and thereby
proving its applicability as catalytic oxidant. Moreover, an
intramolecular ring-closing oxidation reaction could also be
performed, leading to the important methylbenzofuran structure
5
193-5203.
10] for selected examples, see: a) D. C. Fabry, M. Rueping, Acc. Chem. Res.
016, 49, 1969-1979; b) J. P. Goddard, C. Ollivier, L. Fensterbank, Acc.
[
2
Chem. Res. 2016, 49, 1924-1936; c) M. N. Hopkinson, A. Tlahuext-Aca,
F. Glorius, Acc. Chem. Res. 2016, 49, 2261-2272; d) X. Lang, J. Zhao, X.
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(
14, 83%).
In summary, this combined palladium-photoredox methodology
demonstrates a new approach to a more sustainable reaction type
for co-oxidant depending reactions using homogeneous or
heterogeneous photoredox catalysis.
substrates could be successfully applied in the reaction, making
it generously applicable methodology. Although similar
A
diverse range of
[11] J. Zoller, D. C. Fabry, M. A. Ronge, M. Rueping, Angew. Chem. Int. Ed.
014, 53, 13264-13268.
2
[
[
[
12] Y. Che, M. Tsushima, F. Matsumoto, T. Okajima, K. Tokuda, T. Ohsaka,
J. Phys. Chem. 1996, 100, 20134-20137.
13] D. P. Kranz, A. G. Griesbeck, R. Alle, R. Perez-Ruiz, J. M. Neudorfl, K.
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a
methodologies are known, operating without additional oxidant,
those reports pose enormous safety risks due to use of oxygen
atmosphere in organic solvents at elevated temperatures.
Photoredox catalysis can provide a safe alternative, making use
of oxygen activation from ambient air.
Keywords: Oxidation • Ketone • Palladium • Copper-free •
Superoxide
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