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Conversion of alcohols, thiols, and trimethysilyl ethers to alkyl cyanides using triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/n-Bu(4)NCN
Authors:Iranpoor Nasser  Firouzabadi Habib  Akhlaghinia Batool  Nowrouzi Najmeh
Affiliation:Department of Chemistry, Shiraz University, Shiraz, 71454 Iran. iranpoor@chem.susc.ac.ir
Abstract:Triphenylphosphine and 2,3-dichloro-5,6-dicyanobenzoquinone afford an adduct, which in the presence of n-Bu(4)NCN converts alcohols, thiols, and trimethylsilyl ethers into their corresponding alkyl cyanides in good to excellent yields at room temperature. This method is highly selective for the conversion of 1 degrees alcohols in the presence of 2 degrees and 3 degrees ones, thiols and silyl ethers.
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