Reductive amination of acetals by anilines in the presence of triethylsilane and iodine

XL Zhang, P Yu, YW Wu, QP Wu…

Index: Zhang, Xue-Lin; Yu, Pan; Wu, Yong-Wei; Wu, Qin-Pei; Zhang, Qing-Shan Journal of Chemical Research, 2014 , vol. 38, # 5 p. 261 - 264

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Abstract

A mild and efficient method for N-alkylation of aromatic amines with various acetals such as aryl, alkyl, cyclic and acyclic acetals was developed. A number of aromatic amines bearing electron-donating or electron-withdrawing substituents were directly alkylated by acetals with excellent yields. The method uses a catalytic amount of I2 and triethylsilane as the hydride source without a metal present. Monoalkylation with excellent chemoselectivity ...