An efficient synthesis of propargylamines using a silica gel anchored copper chloride catalyst in an aqueous medium

Tetrahedron Letters

Volumn 48, Issue 44, 2007, Pages 7882-7886

  Sreedhar, B ^a   Surendra Reddy, P ^a   Vamsi Krishna, C S ^a   Vijaya Babu, P ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Mesoporous silica; Propargylamines; Silica gel anchored copper chloride; Terminal alkynes and imines

Indexed keywords

ALDEHYDE; ALIPHATIC AMINE; ALKYNE; AMINE; AROMATIC AMINE; COPPER CHLORIDE; PROPARGYLAMINE DERIVATIVE; SILICA GEL; UNCLASSIFIED DRUG; WATER;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; FILTRATION; QUANTITATIVE ANALYSIS; REACTION ANALYSIS; SYNTHESIS;

EID: 34948858490     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.116     Document Type: Article

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32. 3 coupling reaction: A mixture of benzaldehyde (106 mg, 1 mmol), piperidine (102 mg, 1.2 mmol), phenylacetylene (153 mg, 1.5 mmol) and 50 mg of catalyst (0.05 mol %) was taken in a round-bottomed flask and stirred at reflux temperature. After completion of the reaction (monitored by TLC) the catalyst was removed by filtration. After removing the solvent, the crude material was chromatographed on silica gel to afford the pure product. All products gave satisfactory spectroscopic data. Spectroscopic data for all new compounds are reported.