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An Increased Understanding of Enolate Additions under Mechanochemical Conditions

Department of Chemistry, University of Cincinnati, Cincinnati, OH 45221-0172, USA
Author to whom correspondence should be addressed.
Academic Editor: Davide Ravelli
Molecules 2017, 22(5), 696;
Received: 29 January 2017 / Revised: 19 April 2017 / Accepted: 20 April 2017 / Published: 27 April 2017
(This article belongs to the Section Green Chemistry)
PDF [781 KB, uploaded 27 April 2017]


Very little is known about enolate addition chemistry under solver-free mechanochemical conditions. In this report, we investigated the ability to selectively form products arising from the primary, secondary, and tertiary enolates under solvent-free conditions. Using potassium tert-butoxide as the base and primary, secondary, and tertiary electrophiles, we were able to generate various enolate addition products including, 1,3,3,3-tetraphenyl-2,2-dimethyl-1-propanone; a molecule we did not observe under traditional solution-based conditions. View Full-Text
Keywords: mechanochemistry; green chemistry; enolate; solvent-free mechanochemistry; green chemistry; enolate; solvent-free

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Hopgood, H.; Mack, J. An Increased Understanding of Enolate Additions under Mechanochemical Conditions. Molecules 2017, 22, 696.

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