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Synthesis of 1,4-Diketones via Titanium-Mediated Reductive Homocoupling of α-Haloketones

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1,4-Diketones have been synthesized via a reductive homocoupling of α-haloketones. Addition of a Grignard reagent to titanium(IV) isopropoxide affords a low-valent titanium(III) intermediate that is believed to mediate a radical… Click to show full abstract

1,4-Diketones have been synthesized via a reductive homocoupling of α-haloketones. Addition of a Grignard reagent to titanium(IV) isopropoxide affords a low-valent titanium(III) intermediate that is believed to mediate a radical dimerization reaction. The reaction works well for a variety of aromatic α-haloketones including heteroaromatic compounds.

Keywords: diketones via; via titanium; reductive homocoupling; synthesis diketones; homocoupling haloketones; titanium

Journal Title: Synlett
Year Published: 2018

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