One step preparation of 1,4-diketones from methyl ketones and alpha-bromomethyl ketones in the presence of ZnCl2 center dot t-BuOH center dot Et2NR as a condensation agent

Citation
Nm. Nevar et al., One step preparation of 1,4-diketones from methyl ketones and alpha-bromomethyl ketones in the presence of ZnCl2 center dot t-BuOH center dot Et2NR as a condensation agent, SYNTHESIS-S, (9), 2000, pp. 1259-1262
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
9
Year of publication
2000
Pages
1259 - 1262
Database
ISI
SICI code
0039-7881(200008):9<1259:OSPO1F>2.0.ZU;2-F
Abstract
1,4-Diketones have been prepared in one step From methyl ketones and alpha- bromomethyl ketones under the action of ZnCl2.t-BuOH.Et2NR as a condensatio n agent with moderate to high yields. The mechanistic pathway of the reacti on is proposed to go through aldol condensation of ketones followed by 1,3- dehydro-bromination of aldol products and cleavage of activated cyclopropyl intermediates.