title: Efficient and mild microwave-assisted stepwise functionalization of naphthalenediimide with alpha-amino acids.
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.
authors.affiliation: University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Paolo
authors.initials: P
authors.lastname: Pengo
authors.forename: G Dan
authors.initials: GD
authors.lastname: Pantos
authors.forename: Sijbren
authors.initials: S
authors.lastname: Otto
authors.forename: Jeremy K M
authors.initials: JK
authors.lastname: Sanders
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D018360:Crystallography, X-Ray; D007094:Imides; D009682:Magnetic Resonance Spectroscopy; D008872:Microwaves; D015394:Molecular Structure; D009281:Naphthalenes; D010618:Phenanthrolines / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D007094:Imides; D009281:Naphthalenes; D010618:Phenanthrolines; C542131:naphthalenediimide