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Updated: Sep 21, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Diverse reactivity of an Al(I)-centred anion towards ketones
Han-Ying Liu1, Michael S Hill1, Mary F Mahon1
1Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, UK. msh27@bath.ac.uk.
Abstract:
The reactivity of a seven-membered cyclic potassium diamidoalumanyl toward a variety of ketone small molecules has been assessed. Whilst acetophenone generates an aluminium pinacolate derivative, reductive C-C coupling is induced between the ketyl and ortho-carbon centres of two equivalents of benzophenone. In contrast, whereas oxidative addition of an enolisable proton is observed with 2,4-dimethyl-3-pentanone, 2,2,4,4-tetramethyl-3-pentanone undergoes an unprecedented hydroalumination process, where the reducing hydride may be traced to intramolecular oxidative addition of a (sp3)C-H bond.
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