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

Paolo Pengo, G. Dan Pantoş, Sijbren Otto, Jeremy K.M. Sanders

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Abstract

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.
Original languageEnglish
Number of pages4
JournalThe Journal of Organic Chemistry
Volume71
Issue number18
DOIs
Publication statusPublished - 2006

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