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Synthesis of new α-aminonitriles containing organosilicon groups via three component Strecker reactions

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Abstract

A three-component efficient procedure is described for the synthesis of α-aminonitriles containing bis(trimethylsilyl)ethenyl groups from 4-[2,2-bis(trimethylsilyl)ethenyl]benzaldehyde (1), aromatic amines and trimethylsilyl cyanide (TMSCN). Reactions have been studied in the presence of various Lewis acids as catalysts or in ionic liquids under mild conditions. Compound (1) was obtained via Peterson olefination of terephthaldehyde with tris(trimethylsilyl)methyllithium, (Me3Si)3CLi, in THF at 0 °C.

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Acknowledgments

Financial support of this work by the Tabriz University is gratefully appreciated and also we thank Dr. J. D. Smith for his helpful comments.

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Authors and Affiliations

  1. Organosilicon Research Laboratory, Faculty of Chemistry, University of Tabriz, Tabriz, Iran

    Kazem D. Safa, Afsaneh Zeinolabedini, Hassan Abbasi & Reza Teimuri-Mofrad

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  1. Kazem D. Safa
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  2. Afsaneh Zeinolabedini
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  3. Hassan Abbasi
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  4. Reza Teimuri-Mofrad
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Correspondence to Kazem D. Safa.

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Safa, K.D., Zeinolabedini, A., Abbasi, H. et al. Synthesis of new α-aminonitriles containing organosilicon groups via three component Strecker reactions. J IRAN CHEM SOC 10, 447–452 (2013). https://doi.org/10.1007/s13738-012-0178-0

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  • DOI: https://doi.org/10.1007/s13738-012-0178-0

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