Synthesis 1989; 1989(8): 623-625
DOI: 10.1055/s-1989-27338
communication
© 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.

5-Alkyl-2-(p-tolylsulfonyl)pyridine durch regioselektive Cyano[4+2]-Cycloaddition

Ursula Rüffer* , Eberhard Breitmaier
  • *Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Straße 1, D-5300 Bonn, Federal Republic of Germany
Further Information

Publication History

Publication Date:
17 September 2002 (online)

5-Alkyl-2-(p-tolylsulfonyl)pyridines by Regioselective Cyano [4+2] Cycloaddition 5-Alkyl-2-(p-tolylsulfonyl)pyridines 4 are obtained in good yields at room temperature by cyano [4+2]cycloaddition of p-toluenesulfonyl cyanide 2 to 2-alkyl-1-ethoxy-1,3-butadienes 1, followed by aromatization of the intermediate dihydropyridine 3 via an 1,4-elimination of ethanol.