Download PDF
Synlett 2000; 2000(12): 1831-1833
DOI: 10.1055/s-2000-8697
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.

Convenient Synthesis of (±)2-Thiazolidine Acetic Acid Derivatives by Ring Contraction of 1,4-Thiazepine Derivatives

Barbara Zaleska* , Dariusz Cież
  • *Department of Organic Chemistry, Jagiellonian University, ul. Ingardena 2, PL-30-060 Kraków, Poland; Fax +48-12-6 34 05 15; E-mail: zaleska@chemia.uj.edu.pl
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The ring contraction of 1,4-thiazepine derivatives into methyl ester as well as anilides of (±)2-(thiazolidine-4-on)-acetic acid derivatives is reported. The new procedure involves CAN oxidation of 1,4-thiazepine derivatives in methanol or acetonitrile to give rearrangement of seven membered ring of 1,4-thiazepine to 2-thiazolidine acetic acid derivatives 3 and 4. This process can be carried out as one-pot reaction.

ring contractions - thiazepine - thiazolidine - rearrangements - oxidations

      >