Novel and Highly Selective Conversion of Alcohols , Thiols and Trimethylsilyl Ethers to Alkyl Nitrites with 2,4,6-Trichloro[1,3,5]triazine/n-Bu4NNO2 System

Alkyl nitrites were prepared in good to excellent yields by treatment of alcohols, thiols and trimethylsilyl ethers with 2,4,6-trichloro[1,3,5]triazine/n-Bu4NNO2 in refluxing acetonitrile. This method is highly selective for the conversion of primary alcohols to alkyl nitrites in the presence of secondary and tertiary alcohols, thiols and trimethylsilyl ethers. Keywords: alkyl nitrite, trimethylsilyl ether, thiol, alcohol, 2,4,6-Trichloro[1,3,5] triazine(TT)