Electrophilic Activation of Acetyl-Substituted Heteroaromatic Compounds

DA Klumpp, M Garza, GV Sanchez, S Lau…

文献索引：Klumpp; Garza; Sanchez Jr.; Lau; De Leon Journal of Organic Chemistry, 2000 , vol. 65, # 26 p. 8997 - 9000

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被引用次数: 24

摘要

The chemistry of acetyl-substituted pyridines, thiazoles, quinoline, isoquinolines, and pyrazine (1-9 and 28) has been studied. These heteroarenes (1-8) condense with benzene in good yields (74-96%) in the Bronsted superacid, CF3SO3H (triflic acid). In these acid- catalyzed hydroxyalkylation reactions, compounds 1-8 are significantly more reactive than acetophenone. It is proposed that compounds 1-8 readily form dicationic electrophiles in ...