Selective N-alkylation of amines using nitriles under hydrogenation conditions: facile synthesis of secondary and tertiary amines

…, Y Fujita, T Mizusaki, S Betsuin, H Takamatsu…

Index: Ikawa, Takashi; Fujita, Yuki; Mizusaki, Tomoteru; Betsuin, Sae; Takamatsu, Haruki; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao Organic and Biomolecular Chemistry, 2012 , vol. 10, # 2 p. 293 - 304

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Citation Number: 19

Abstract

Nitriles were found to be highly effective alkylating reagents for the selective N-alkylation of amines under catalytichydrogenation conditions. For the aromatic primary amines, the corresponding secondary amines were selectively obtained under Pd/C-catalyzed hydrogenation conditions. Although the use of electron poor aromatic amines or bulky nitriles showed a lower reactivity toward the reductive alkylation, the addition of NH4OAc ...

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