Ligand-promoted reaction on silver nanoparticles: Phosphine-promoted, silver nanoparticle-catalyzed cyclization of 2-(1-hydroxy-3-arylprop-2-ynyl) phenols

Tetrahedron Letters

Volumn 51, Issue 51, 2010, Pages 6722-6725

  Yu, Min ^a   Lin, Mingdeng ^a   Han, Chengyan ^a   Zhu, Li ^b   Li, Chao Jun ^c   Yao, Xiaoquan ^a  

^a NANJING UNIVERSITY OF AERONAUTICS AND ASTRONAUTICS   (China)

^b NANJING MEDICAL UNIVERSITY   (China)

^c MCGILL UNIVERSITY   (Canada)

Author keywords

Aurone; Catalytic annulation; Phosphine ligand; Silver nanoparticle

Indexed keywords

2 (1 HYDROXY 3 ARYLPROP 2 YNYL) PHENOL DERIVATIVE; AURONE DERIVATIVE; FLAVONOID; PHENOL DERIVATIVE; PHOSPHINE; SILVER NANOPARTICLE; TOLUENE; UNCLASSIFIED DRUG; WATER;

ANNULATION REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; CONTROLLED STUDY; CYCLIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 78649328618     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.10.065     Document Type: Article

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26. The dry CSNs catalyst can be stored in air and remains catalytically active for at least one month, while the catalytic activity lasts less than one week for SNPs. The latter can be stored in ethanol for a longer time.
27. 4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (eluent: 20:1 hexanes/ethyl acetate). Compound 2a was obtained in 92% yield.
28. 2 (6 mmol) was added. The mixture was stirred at room temperature for 4 h, and then, filtered through celite. The solution was concentrated under a reduced pressure, and the residue was purified by flash column chromatography on silica gel (eluent: hexanes/EtOAc 40:1). Compound 3a was obtained in 88% yield.
29. During the catalyst separation by centrifugation, we did notice that some colloidal suspension of SNPs/CSNs was washed away together with the mixed solvent.