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Tuning the Reactivity of Peroxo Anhydrides for Aromatic C–H Bond Oxidation (CROSBI ID 253935)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Pilevar, Afsaneh ; Hosseini, Abolfazl ; Šekutor, Marina ; Hausmann, Heike ; Becker, Jonathan ; Turke, Kevin ; Schreiner, Peter R. Tuning the Reactivity of Peroxo Anhydrides for Aromatic C–H Bond Oxidation // Journal of organic chemistry, 83 (2018), 17; 10070-10079. doi: 10.1021/acs.joc.8b01392

Podaci o odgovornosti

Pilevar, Afsaneh ; Hosseini, Abolfazl ; Šekutor, Marina ; Hausmann, Heike ; Becker, Jonathan ; Turke, Kevin ; Schreiner, Peter R.

engleski

Tuning the Reactivity of Peroxo Anhydrides for Aromatic C–H Bond Oxidation

Phenol moieties are key structural motifs in many areas of chemical research from polymers to pharmaceuticals. Herein, we report on the design and use of a structurally demanding cyclic peroxide (spiro[bicyclo[2.2.1]heptane-2, 4′-[1, 2]dioxolane]-3′, 5′-dione, P4) for the direct hydroxylation of aromatic substrates. The new peroxide benefits from high thermal stability and can be synthesized from readily available starting materials. The aromatic C–H oxidation using P4 exhibits generally good yields (up to 96%) and appreciable regioselectivities.

cyclic peroxide ; C-H oxidation ; hydroxylation of arenes ; norbornane

This work was supported by Justus Liebig University.

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Podaci o izdanju

83 (17)

2018.

10070-10079

objavljeno

0022-3263

1520-6904

10.1021/acs.joc.8b01392

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