Journal
RSC ADVANCES
Volume 5, Issue 65, Pages 52624-52628Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra10127a
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Funding
- Thailand Research Fund through the Royal Golden Jubilee Ph.D. Program [PHD/0206/2556]
- Center of Excellence for Innovation in Chemistry (PERCH-CIC)
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A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh3. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected alpha-amino acids undergo amidation to afford amides in moderate to excellent yields. The method is also compatible with Fmoc, Cbz, and Boc protecting groups which yields protected optically active dipeptides without detectable racemization.
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