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Synthesis 2000; 2000(9): 1259-1262
DOI: 10.1055/s-2000-6418
DOI: 10.1055/s-2000-6418
paper
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One Step Preparation of 1,4-Diketones from Methyl Ketones and α-Bromomethyl Ketones in the Presence of ZnCl2 · t-BuOH · Et2NR as a Condensation Agent
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
![](https://www.thieme-connect.de/media/synthesis/200009/lookinside/thumbnails/10.1055-s-2000-6418-1.jpg)
1,4-Diketones have been prepared in one step from methyl ketones and α-bromomethyl ketones under the action of ZnCl2 · t-BuOH · Et2NR as a condensation agent with moderate to high yields. The mechanistic pathway of the reaction is proposed to go through aldol condensation of ketones followed by 1,3-dehydrobromination of aldol products and cleavage of activated cyclopropyl intermediates.
α-bromo ketones - 1,4-diketones - aldol condensation - 3-bromo-2-hydroxy ketones - activated cyclopropanes