Synthesis 2000; 2000(9): 1259-1262
DOI: 10.1055/s-2000-6418
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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

Natali M. Nevar* , Alexander V. Kel'in †, Oleg G. Kulinkovich
  • *Department of Chemistry, Belarussian State University, Fr. Skorina Av. 4, 220080 Minsk, Belarus; Fax (1 72)20 88 21; E-mail: organic@chem.bsu.unibel.by
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

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.