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

Elham      Roohi; Batool      Akhlaghinia

doi:10.2174/157017806775789804

Abstract

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)

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Letters in Organic Chemistry

Title: 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

Volume: 3 Issue: 3

Author(s): Elham Roohi and Batool Akhlaghinia

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Keywords: alkyl nitrite, trimethylsilyl ether, thiol, alcohol, 2,4,6-Trichloro[1,3,5] triazine(TT)

Abstract: 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.

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Roohi Elham and Akhlaghinia Batool, 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, Letters in Organic Chemistry 2006; 3 (3) . https://dx.doi.org/10.2174/157017806775789804