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Synthesis 1989; 1989(8): 623-625
DOI: 10.1055/s-1989-27338
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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
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Publication Date:
17 September 2002 (online)

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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.