Efficient and mild microwave-assisted stepwise functionalization of naphthalenediimide with alpha-amino acids

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

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

Microwave dielectric heating proved to be an efficient method for the one-pot and stepwise syntheses of symmetrical and unsymmetrical naphthalenediimide derivatives of alpha-amino acids. Acid-labile side chain protecting groups are stable under the reaction conditions; protection of the alpha-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
Pages (from-to)7063-7066
Number of pages4
JournalJournal of Organic Chemistry
Volume71
Issue number18
DOIs
Publication statusPublished - 1 Sep 2006

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