Propylphosphonic Anhydride (T3P^®)-Mediated One-Pot Rearrangement of Carboxylic Acids to Carbamates

Abstract

A simple one-pot conversion of carboxylic acids to carbamates is achieved by propylphosphonic anhydride (T3P^®) in combination with azidotrimethylsilane and an alcohol via the Curtius­ rearrangement. Besides diverse primary to tertiary alcohols, the reaction tolerated a wide scope of aromatic, heterocyclic, and ­aliphatic carboxylic acids which underwent rearrangement in ­excellent yields.

propylphosphonic anhydride - Curtius rearrangement - carbamates - peptide coupling agents - azidotrimethylsilane

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