Tetrahedron

Superacid-catalyzed reactions of pyridinecarboxaldehydes

DA Klumpp, Y Zhang, PJ Kindelin, S Lau

Index: Klumpp, Douglas A.; Zhang, Yiliang; Kindelin, Patrick J.; Lau, Siufu Tetrahedron, 2006 , vol. 62, # 25 p. 5915 - 5921

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Citation Number: 24

Abstract

A variety of pyridinecarboxaldehydes are shown to give condensation products in high yields (80–99%, 10 examples) by reacting with benzene and CF3SO3H (triflic acid). In the superacidic solution, pyridinecarboxaldehydes can react with deactivated arenes (o- dichlorobenzene and nitrobenzene) and with saturated hydrocarbons (methylcyclohexane and adamantane). Dicationic intermediates from pyridinecarboxaldehydes in superacid ( ...