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Updated: Jan 8, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Photochemical Radical Ring-Opening Alkylation of Cyclopropanols with Katritzky Salts
Ulada Karotsina1, Kirill Stasko2, Vitaly Syakhovich3
1Institute of Physical Organic Chemistry, National Academy of Science of Belarus, Surganova 13, Minsk 220072, Belarus.
Abstract:
Ring-cleavage reactions of cyclopropyl alcohols are a valuable tool for the synthesis of linear and α- or β-branched ketones. Here, we describe a visible light-induced ring-opening alkylation of these substrates with benzyl, allyl, and secondary alkyl Katritzky salts. The reaction proceeds under dual photoredox and nickel catalysis in the presence of a titanium(IV) isopropoxide additive. Mechanistically, the ring-opening step starts with generation of the cyclopropoxy radical and is followed by its isomerization to the β-carbonyl radical. This enables the regioselective preparation of β-branched ketones from 1,2-disubstituted hydroxycyclopropanes.
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