Conversion of Alcohols, Thiols, and Trimethylsilyl Ethers to Alkyl Cyanides Using Triphenylphosphine/2,3-Dichloro-5,6-dicyanobenzoquinone/n-Bu4NCN.

ChemInform ◽  
2004 ◽  
Vol 35 (32) ◽  
Author(s):  
Nasser Iranpoor ◽  
Habib Firouzabadi ◽  
Batool Akhlaghinia ◽  
Najmeh Nowrouzi
Keyword(s):  
Trimethylsilyl Ethers ◽  
Conversion Of Alcohols

4-Aminophenyldiphenylphosphinite (APDPP), a new heterogeneous and acid scavenger phosphinite — Conversion of alcohols, trimethylsilyl, and tetrahydropyranyl ethers to alkyl halides with halogens or N-halosuccinimides

2006 ◽  
Vol 84 (7) ◽  
pp. 1006-1012 ◽  
Author(s):  
Nasser Iranpoor ◽  
Habib Firouzabadi ◽  
Mohammad Gholinejad
Keyword(s):  
Trimethylsilyl Ether ◽  
Alkyl Halide ◽  
Alkyl Halides ◽  
Amino Group ◽  
Efficient Conversion ◽  
Trimethylsilyl Ethers ◽  
Simple Filtration ◽  
Tetrahydropyranyl Ether ◽  
Conversion Of Alcohols

A new heterogeneous phosphinite, 4-aminophenyldiphenylphosphinite (APDPP), is prepared and used for the efficient conversion of alcohols, trimethylsilyl ethers, and tetrahydropyranyl ethers to their corresponding bromides, iodides, and chlorides in the presence of molecular halogens or N-halosuccinimides. The amino group in this phosphinite acts as an acid scavenger and removes the produced acid. A simple filtration easily removes the phosphinate by-product.Key words: 4-aminophenyldiphenylphosphinite, alcohol, trimethylsilyl ether, tetrahydropyranyl ether, alkyl halide.

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