A reactive azlactone-based graphene nanoplatform was successfully synthesized by the ligation of azido-azlactone with alkyne-terminated graphene via Cu(I)-catalyzed cycloaddition. The reactive azlactone rings, grafted on graphene sheets, were subjected to highly efficient ring-opening reactions with functionalized primary amine derivatives incorporating an aminosilane coupling agent or a biolog...

A convenient, one-pot, two-component synthesis of 2-(1-amidoalkyl)pyridines is reported, based upon the substitution of suitably-activated pyridine N-oxides by azlactone nucleophiles, followed by decarboxylative azlactone ring-opening. The synthesis obviates the need for precious metal catalysts to achieve a formal enolate arylation reaction, and constitutes a formally 'umpoled' approach to thi...

A novel alkyl iodide bearing an azlactone group was successfully employed as a reversible complex-mediated polymerization (RCMP) initiator for synthesizing the first-time well-defined α-azlactone-terminated polymethacrylates ( Đ < 1.30). The amine-scavenging ability of resulting functional polymers demonstrated by using benzylamine.

Azlactone-functionalized polymers are used as reactive templates for the synthesis of a library of amine-functionalized polymers of interest in the context of DNA delivery and other applications.

Phosphine-catalyzed [3+2]cycloaddition reactions of electron-deficient allenes and alkynes with a,b-unsaturated carbonyl compounds can give access to important highly functionalized cyclopentenes. The seminal example of such a transformation was first reported by Lu et al. in 1995, and its asymmetric version in 1997 by the group of Zhang. However, it took another ten years before the potential ...

An enantioselective organocatalytic process for the one-step synthesis of poly-substituted 1,2,4-triazolines is reported. The heterocycle formation is believed to go through a step-wise mechanism of nucleophilic addition of an azlactone to an azodicarboxylate in the presence of an organic base catalyst, followed by a TMSCHN2 mediated heterocyclization. Both theoretical calculations and experime...

In the title compound, C(12)H(13)NO(5), the azlactone of vanillin, the acrylic acid side chain has a trans extended conformation. There are inter-molecular N-H⋯O and O-H⋯O hydrogen bonds in the crystal structure.

Dehydrocoronamic acid can be racemised by dehydration of an N-acyl derivative to an azlactone, which undergoes facile racemisation. For the N-trifluoroacetyl derivative, the racemisation process was combined with an enzymatic resolution, to achieve a dynamic kinetic resolution process by which the racemate can be converted to either enantiomer.

A series of (benzamidostyryl)benzimidazole derivatives were synthesized by hydrolyzing 2-phenyl-4-(substituted)benzylidene-5-oxazolones, the azlactone precursors in an acidic medium and treating the product with substituted o-phenylenediamine (OPDA) in situ. The structures of the synthesized compounds were confirmed by spectral and elemental analyses. All synthesized compounds were screened for...