Silica-bonded S-sulfonic acid: an efficient and recyclable solid acid catalyst for the three-component synthesis of α-amino nitriles

Tetrahedron Letters

Volumn 51, Issue 22, 2010, Pages 2959-2962

  Niknam, Khodabakhsh ^a   Saberi, Dariush ^a   Sefat, Maryam Nouri ^a  

^a PERSIAN GULF UNIVERSITY   (Iran)

Author keywords

Amino nitriles; Aldehydes; Amines; One pot synthesis; Silica bonded S sulfonic acid

Indexed keywords

3 NITROBENZALDEHYDE; 3,4,5 TRIMETHOXYBENZALDEHYDE; ALDEHYDE DERIVATIVE; ALPHA AMINO NITRILE DERIVATIVE; AMINE; ANISALDEHYDE; CYANIDE; NITRILE; SIICA BONDED S SULFONIC ACID; SULFONIC ACID DERIVATIVE; THIOPHENE 2 CARBALDEHYDE; TRIMETHYLSILYL CYANIDE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CHEMICAL REACTION; IRRADIATION; MELTING POINT; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SOLVENT EFFECT; SYNTHESIS;

EID: 77951256782     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.03.093     Document Type: Article

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37. 33-36 the loading of 3-mercaptopropylsilica 1 is 0.33 mmol/g.General procedure: A mixture of aldehyde (1 mmol), amine (1.2 mmol), trimethylsilyl cyanid (1.2 mmol), and SBSSA (0.2 g) in EtOH (2 mL) was stirred at room temperature for appropriate time (Table 3). After completion of the reaction, as indicated by TLC, the reaction mixture was filtered and the remaining washed with warm ethanol (3 × 5 mL). After cooling, the corresponding α-amino nitrile products were obtained which were purified by recrystallization from hot ethanol. The recovered catalyst was dried and reused for subsequent runs.