Visible Light Photoredox Catalyst for Decarboxylation Reactions

Acr-450 (1) is a visible light photoredox catalyst with an absorption maximum around 450 nm (Figure 1) and can absorb light of longer wavelength than MesAcrMeClO₄ (2), an analogue of 1. 1 can be utilized in decarboxylation reactions and sequential halogenations and the reactions proceed in high yields even when about 1 mol% of 1 is added. Furthermore, 1 is applied in the S_NAr type substitution reactions and the desired products can be obtained in not inferior yields compared with conventional catalysts.

1 was manufactured under the permission of Shionogi Pharma Co., Ltd. (WO2022107755).

References

• 1) Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light-Promoted Decarboxylative Halogenation
  • L. Candish, E. A. Standley, A. Gómez-Suárez, S. Mukherjee, F. Glorius, Chem. Eur. J. 2016, 22, 9971.
• 2) Nucleophilic Aromatic Substitution of Unactivated Fluoroarenes Enabled by Organic Photoredox Catalysis
  • V. A. Pistritto, M. E. Schutzbach-Horton, D. A. Nicewicz, J. Am. Chem. Soc. 2020, 142, 17187.

Related Compounds

M1774

9-Mesityl-10-methylacridinium Perchlorate (= MesAcrMeClO₄) (2)

I0001

Imidazole

I0596

4-Isopropylbenzenethiol

B1205

Diethyl Bromomalonate

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