Synthesis of α-Aminonitriles through Strecker Reaction of N-Tosylaldimines Using Molecular Iodine

B Das, P Balasubramanyam, M Krishnaiah…

Index: Das, Biswanath; Balasubramanyam, Penagaluri; Krishnaiah, Maddeboina; Veeranjaneyulu, Boyapati; Reddy, Gandolla Chinna Synthesis, 2009 , # 20 p. 3467 - 3471

Full Text: HTML

Citation Number: 6

Abstract

Initially we carried out the reaction of N-tosylbenzaldimine (1a) with trimethylsilyl cyanide (2) in the presence of various catalysts. However, considering the reaction time and yield iodine was found to be most effective (Table [¹] ). Finally a series of protected α-aminonitriles 3 were prepared (Table [²] ) from different N-tosylaldimines 2 ¹4a,c,¹6 derived from various aromatic, heteroaromatic, and aliphatic aldehydes using trimethylsilyl cyanide (2) in the presence of ...