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Efficient and Mild Microwave-Assisted Stepwise Functionalization of Naphthalenediimide with α-Amino Acids

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journal contribution
posted on 01.09.2006, 00:00 by Paolo Pengo, G. Dan Pantoş, Sijbren Otto, Jeremy K. M. Sanders
Microwave dielectric heating proved to be an efficient method for the one-pot and stepwise syntheses of symmetrical and unsymmetrical naphthalenediimide derivatives of α-amino acids. Acid-labile side chain protecting groups are stable under the reaction conditions; protection of the α-carboxylic group is not required. The stepwise condensation of different amino acids resulted in high yields of unsymmetrical naphthalenediimides. The reaction proceeds without racemization and is essentially quantitative.