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Silicaphosphine (Silphos): a filterable reagent for the conversion of alcohols and thiols to alkyl bromides and iodides

Nasser Iranpoor*, Habib Firouzabadi*, Arezu Jamalian and Foad Kazemi

*Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran, Email:,

N. Iranpoor, H. Firouzabadi, A. Jamalian, F. Kazemi, Tetrahedron, 2005, 61, 5699-5704.

DOI: 10.1016/j.tet.2005.01.115


Silicaphosphine (Silphos), [P(Cl)3−n(SiO2)n] is a new heterogeneous reagent that converts alcohols and thiols to their corresponding bromides and iodides in the presence of molecular halogen in refluxing CH3CN in high to quantitative yields. Separation of the Silphos oxide byproduct can be achieved by a simple filtration.

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Key Words

Silphos, Silicaphosphine, Alcohol, Thiol, Alkyl bromides, Benzyl bromides, Alkyl iodides, Benzyl iodides

ID: J72-Y2005-2930