Details

Autor(en) / Beteiligte

• Yaremenko, Ivan A.
• Belyakova, Yulia Yu
• Demina, Arina A.
• Radulov, Peter S.
• Alabugin, Igor V.
• Terent'ev, Alexander O.

Titel

Bioinspired Fe(II)‐Mediated Halogenative C−C Bond Activation of Ozonides: Temporary Installment of a Peroxide Bridge Allows Selective C−C Scissions for Replacement of a Carbonyl Group by a Halogen

Ist Teil von

• Advanced synthesis & catalysis, 2023-12, Vol.365 (23), p.4190-4197

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2023

Quelle

Wiley-Blackwell Full Collection

Beschreibungen/Notizen

• A selective reaction of bridged ozonides with Fe(II) salts proceeds through the sequence of O−O, C−C scissions and halogenation to form α‐halogen substituted δ‐ketoesters and δ‐diketones in 15–72% yields. The overall sequence shows how a temporary installation of a peroxide functionality can be used to replace the acyl group within an acetoacetic ester unit with a halogen.