Download PDF
Synlett 2000; 2000(4): 547-549
DOI: 10.1055/s-2000-6567
letter
© 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.

Synthesis of Alkenes by the Reaction of Magnesium Sulfone Derivatives with Arylsulfonylhydrazones of Aldehydes

Alicja Kurek-Tyrlik* , Stanisław Marczak, Karol Michalak, Jerzy Wicha
  • *Institute of Organic Chemistry, Polish Academy of Sciences, ul.Kasprzaka 44, 01-224 Warsaw 42, Poland; E-mail: jwicha@icho.edu.pl
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A new procedure for synthesis of alkenes starting from aldehydes and sulfones is described. Aldehyde hydrazones 1 or 4 on treatment with magnesium derivatives of representative phenyl alkyl sulfones or dialkyl sulfones afford the respective alkenylation products (2a-e and 5) in excellent yields. Reaction of 1 or 4 with selected lithiated sulfones was found sensitive to the steric hindrance and tending to yield the respective Shapiro reaction products 3 and 6, predominantly.

alkenylation - sulfonyl magnesium derivatives - tosylhydrazones - organomagnesium compounds - the Shapiro reaction

      >