Tetrahedron

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

N Iranpoor, H Firouzabadi, A Jamalian, F Kazemi

Index: Iranpoor, Nasser; Firouzabadi, Habib; Jamalian, Arezu; Kazemi, Foad Tetrahedron, 2005 , vol. 61, # 23 p. 5699 - 5704

Full Text: HTML

Citation Number: 40

Abstract

Silicaphosphine (Silphos),[P (Cl) 3− n (SiO2) n], as a new heterogeneous reagent is introduced. This reagent converts alcohols and thiols to their corresponding bromides and iodides in the presence of X2 (X= Br, I) in refluxing CH3CN in high to quantitative yields. Use of Silphos provides a highly practical method for the easy separation of the Silphos oxide byproduct by a simple filtration.

Related Articles:

Unexpected conversion of alkyl azides to alkyl iodides and of aryl azides to N-tert-butyl anilines

[Maury, Julien; Feray, Laurence; Bertrand, Michele P.; Kapat, Ajoy; Renaud, Philippe Tetrahedron, 2012 , vol. 68, # 47 p. 9606 - 9611,6]

Memory of Chirality of Tertiary Aromatic Amide: Application to the Asymmetric Synthesis of (S)-α-MethylDOPA

[Cam, Thuy Hoang; Bouillere, Francelin; Johannesen, Sine; Zulauf, Anais; Panel, Cecilia; Pouilhes, Annie; Gori, Didier; Alezra, Valerie; Kouklovsky, Cyrille Journal of Organic Chemistry, 2009 , vol. 74, # 11 p. 4177 - 4187]

A new synthesis of fused 1, 2, 4-triazine derivatives

[Synthesis, , # 10 p. 853 - 854]

A new synthesis of fused 1, 2, 4-triazine derivatives

[Synthesis, , # 10 p. 853 - 854]

Thermolysis of tert-Butyl Phenylperacetates: Delicate Control of the Rates through Contributions from Translational and Rotational Entropy

[Journal of Organic Chemistry, , vol. 66, # 11 p. 4006 - 4011]

More Articles...