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Tertiary amides from carboxylic acids

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26 August 2005

The conversion of carboxylic acids to tertiary amides (RCONR’R”) sometimes requires forcing conditions. Korean workers* have noted that one equivalent of diphosgene (trichloromethyl chloroformate) facilitates the coupling of carboxylic acids and secondary amines (one equivalent) at room temperature in high yields. This may not be the most innovative piece of chemistry, but it is nevertheless another option for the synthetic chemist to consider.

* K.-J. Han, B.S. Tae and M. Kim, Organic Preparations and Procedures International, 2005, 37, 198-203.