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Direct Synthesis of Acyl Azides from Carboxylic Acids by the Combination of Trichloroacetonitrile, Triphenylphosphine and Sodium Azide

Joong-Gon Kim, Doo Ok Jang*

*Department of Chemistry, Yonsei University, Wonju 220-710, Korea, Email:

J.-G. Kim, D. O. Jang, Synlett, 2008, 2072-2074.

DOI: 10.1055/s-2008-1077979


Various carboxylic acids were converted into acyl azides in excellent yields in the presence of trichloroacetonitrile, triphenylphosphine and sodium azide at room temperature. The reaction allows the preparation of dipeptides without deprotection or rearrangement during the reaction.

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Key Words

carboxylic acids, azides, acyl azides, peptides, acylations, trichloroacetonitrile, triphenylphosphine

ID: J60-Y2008-2200