Download PDF
Synthesis 1997; 1997(8): 942-948
DOI: 10.1055/s-1997-1275
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.

Functionalized β-Thiolactams by Lewis Acid Catalyzed Addition of Alkynyl Silyl Sulfides to Azomethines

Wolf-Rüdiger Förster, Rainer Isecke, Carsten Spanka, Ernst Schaumann*
  • *Institut für Organische Chemie, Technische Universität Clausthal, Leibnizstraße 6, D-38678 Clausthal-Zellerfeld, Germany, Fax +49(5323)722858; E-mail: ernst.schaumann@tu-clausthal.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Thiophilic Lewis acids (e.g. zinc iodide) have a pronounced catalytic effect on the formal [2+2] cycloaddition of alkynyl silyl sulfides 2 and Schiff bases 3 to give 2-azetidinethiones 4. In contrast to uncatalyzed reactions, a large number of functionalities is tolerated and yields are significantly improved.

β-thiolactam - Lewis acid catalyzed addition - 2-azetidinethiones - [2+2] cycloaddition