Chemistry of dicationic electrophiles: Superacid-catalyzed reactions of amino acetals

DA Klumpp, GV Sanchez, SL Aguirre…

文献索引：Klumpp, Douglas A; Sanchez Jr., Gregorio V; Aguirre, Sharon L; Zhang, Yun; de Leon, Sarah The Journal of organic chemistry, 2002 , vol. 67, # 14 p. 5028 - 5031

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被引用次数: 26

摘要

Amino acetals are shown to form highly electrophilic systems in Bronsted superacids. It is proposed that amino acetals give dicationic electrophiles, and this proposal is supported by the direct observation of a dication by low-temperature 13C NMR. When reacted with C6H6 and superacidic CF3SO3H, amino acetals are shown to provide 1-(3, 3-diphenylpropyl) amines and 1-(2, 2-diphenylethyl) amines as condensation products in good yields (50-99 ...