Solvent-free synthesis of racemic α-aminonitriles

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Title: Solvent-free synthesis of racemic α-aminonitriles
Authors: Baeza, Alejandro | Nájera, Carmen | Sansano, Jose M.
Research Group/s: Procesos Catalíticos en Síntesis Orgánica
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica
Keywords: Addition reactions | Strecker synthesis | Catalysis | Aminonitriles | Green chemistry | Solvent-free
Knowledge Area: Química Orgánica
Issue Date: Apr-2007
Publisher: Georg Thieme
Citation: BAEZA CARRATALÁ, Alejandro; NÁJERA DOMINGO, Carmen; SANSANO GIL, José Miguel. "Solvent-free synthesis of racemic α-aminonitriles". Synthesis. 2007, Issue 8. ISSN 0039-7881, pp. 1230-1234
Abstract: A very simple one-step, environmentally friendly procedure for the synthesis of α-aminonitriles from aldehydes and ketones, using trimethylsilyl cyanide in the absence of solvent, is reported. The active catalyst of this three-component (Strecker) reaction was the amine employed in the transformation. In general, aldehydes react more rapidly than ketones and give almost quantitative yields of the corresponding α-aminonitriles in less than fifteen minutes. However, only cyclic ketones afford the corresponding α-aminonitriles in excellent chemical yields under these conditions.
Sponsor: This work has been supported by the DGES of the Spanish Ministerio de Educación y Cultura (MEC) (CTQ 2004-00808/BQU) and Generalitat Valenciana (CTIOIB/2002/320 and GRUPOS03/134 and GV05/144) and by the University of Alicante.
URI: http://hdl.handle.net/10045/4536
ISSN: 0039-7881 (Print) | 1437-210X (Online)
DOI: 10.1055/s-2007-965974
Language: eng
Type: info:eu-repo/semantics/article
Rights: © Georg Thieme Verlag KG Stuttgart New York. All rights reserved
Peer Review: si
Publisher version: http://www.thieme-connect.com/ejournals/toc/synthesis/6596
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