PDF herunterladen
Synthesis 2001; 2001(3): 0431-0436
DOI: 10.1055/s-2001-11435
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.

Halogenation of β-Alkoxyvinyl Polyhaloalkyl Ketones: A Convenient Route for the Synthesis of α-Chloro- or α-Bromo-β-alkoxyvinyl Polyhaloalkyl Ketones

Igor I. Gerus* , Liliya M. Kacharova, Sergei I. Vdovenko
  • *Institute of Bioorganic Chemistry, Ukrainian National Academy of Sciences, Str. Murmanskaya 1, Kiev, 02094, Ukraine; Fax + 38(0 44)5 73 25 52; E-mail: igerus@alfacom.com
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2001 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

A number of α-chloro- and α-bromo-β-alkoxyvinyl polyhaloalkyl ketones 4 and 5 were synthesized in high yields by halogenation of β-alkoxyvinyl polyhaloalkyl ketones 1 with chlorine or bromine and further dehydrohalogenation of dihalo-intermediates 2 and 3 with pyridine. The Z configuration of ketones 4 and 5 was deduced from X-ray analysis and NMR spectra. Some typical nucleophilic reactions of the title compounds 4 and 5 with amines were carried out to check their reactivity.

enones - halogenation - electrophilic additions - eliminations - aminations