Events The 14th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session b. Natural Products Chemistry of the event The 14th International Electronic Conference on Synthetic Organic Chemistry

Published date

30 Oct, 2010

Citation

Elham Ali, Mehrnoosh Ghanbari, Mohammad G. Dekamin, Quantitative Synthesis of α-Amino Nitriles through Strecker Reaction of Aldimines with TMSCN Catalyzed by Tetrabutylammonium phthalimide-N-oxyl, in Proceedings of The 14th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2010, MDPI: Basel, Switzerland, 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 ¹

Mehrnoosh Ghanbari ¹

Mohammad G. Dekamin ¹

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

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

Release of model amino acids by ester linkage photolysis from fused 2-oxo-2H-benzopyranyl conjugates

Novel fused oxobenzopyrano[6,7-d]oxazoles as light-triggered protecting groups for carboxylic acids