4-Aza-6-nitrobenzofuroxan (ANBF) reacts with 1,3-dicarbonyl compounds and other CH acids to give carbon-bonded 1,4-adducts - 1,4-dihydropyridines fused with furoxan ring. In the case of most acidic β-diketones, which exist mainly in the enol form in polar solvents, the reactions proceed in the absence of any added base emphasizing the highly electrophilic character of ANBF. The resulting compou...

2-Hydroxy-N-{2-[2-hydroxyethyl)amino]ethyl}benzamide (L¹H₃) and 2-hydroxy-N-{2-[2-hydroxybutyl)amino]ethyl}benzamide (L²H₃) ligands coordinate to copper ions to give anionic metalloligands, L¹Cu⁻ and L²Cu⁻, after deprotonation of their amide, alcohol and phenol functions. In presence of ancillary ligands as diketones, these metalloligands react with lanthanide salts to yield tetranuclear [Cu-Ln...

A 21-mer peptide that can be used to covalently introduce synthetic molecules into proteins has been developed. Phage-displayed peptide libraries were subjected to reaction-based selection with 1,3-diketones. The peptide was further evolved by addition of a randomized region and reselection for improved binding. The resulting 21-mer peptide had a reactive amino group that formed an enaminone wi...

This account focuses on the application of ω-transaminases, lyases, and oxidases for the preparation of amines considering mainly work from our own lab. Examples are given to access α-chiral primary amines from the corresponding ketones as well as terminal amines from primary alcohols via a two-step biocascade. 2,6-Disubstituted piperidines, as examples for secondary amines, are prepared by bio...

Lanthanide complexes with two push-pull diketone derivatives as sensitizers have been developed as synthons for near-infrared emitting materials. The ligand substituents consist of a carbazole moiety with hole-transport properties and an aromatic or heteroaromatic unit. According to quantitative NMR analysis and complementary HPLC experiments, the diketones are predominantly in their enolic for...

The Wieland–Miescher ketone, Hajos–Parrish–Eder–Sauer–Wiechert and their analogues are bicyclic diketones essential as building blocks for the synthesis of several natural bioactive molecules. For this reason, since 1971, when Hajos Parrish Eder, Sauer, Wiechert reported stereoselective these compounds promoted by L-proline, numerous methodologies organocatalysts have been studied over years wi...