Quantitative Synthesis of α-Amino Nitriles through Strecker Reaction of Aldimines with TMSCN Catalyzed by Tetrabutylammonium phthalimide-N-oxyl

Elham Ali; Mehrnoosh Ghanbari; Mohammad Dekamin

doi:10.3390/ecsoc-14-00439

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Quantitative Synthesis of α-Amino Nitriles through Strecker Reaction of Aldimines with TMSCN Catalyzed by Tetrabutylammonium phthalimide-N-oxyl

Elham Ali

Mehrnoosh Ghanbari

Mohammad G. Dekamin

¹ Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran

Published: 30 October 2010 by MDPI in The 14th International Electronic Conference on Synthetic Organic Chemistry session Natural Products Chemistry

https://doi.org/10.3390/ecsoc-14-00439

Abstract: Tetrabutylammonium phthalimide-N-oxyl (TBAPINO) was used as an efficient organocatalyst to catalyze the Strecker reaction of diverse aldimines with trimethylsilylcyanide (TMSCN) in EtOH. The reaction proceeded smoothly at room temperature to afford the corresponding α-aminonitriles in quantitative yields under mild reaction conditions.

Keywords: α-Amino Nitriles; Strecker Reaction; Aldimines; Nucleophilic Organocatalysis; Tetrabutylammonium phthalimide-N-oxyl (TBAPINO); TMSCN

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Elham Ali

Mehrnoosh Ghanbari

Mohammad Dekamin