Conversion of alcohols, thiols, and trimethysilyl ethers to alkyl cyanides using triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/n-Bu(4)NCN.
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.
Iranpoor
Nasser
N
Department of Chemistry, Shiraz University, Shiraz, 71454 Iran. iranpoor@chem.susc.ac.ir
Firouzabadi
Habib
H
Akhlaghinia
Batool
B
Nowrouzi
Najmeh
N