An efficient one-pot, three-component method for the preparation of indeno[1,2-b]quinoline-9,11(6H,10H)-dione, acridine-1,8(2H,5H)-dione and various multi-substituted quinoline-3-carbonitrile derivatives has been developed through the Michael addition to enaminones, which was achieved by both microwave irradiation and conventional heating.

A C–N bond formation reaction under benign conditions for the amination of allenic ketones to access enaminones is reported. This atom economical, green, highly regioselective and works well with many structurally crucial amines.

The asymmetric synthesis of tetrahydropyridin-2-ols from enals and enaminones is described. The organocatalytic domino reaction involves a Michael addition-hemiaminalization sequence using the Jørgensen-Hayashi catalyst. Dehydration or oxidation leads to the corresponding 1,4-dihydro-pyridines or 3,4-dihydropyridin-2-ones in a one-pot fashion.

A peptide that functions only in the presence of a protein has been developed using reaction-based selection from peptide phage libraries. The peptide was not functional in the absence of the protein, but formed enaminones with 1,3-diketone derivatives when bound to the protein.

An efficient method for the synthesis of β-enaminones and β-enaminoesters using a combination of [(PPh(3))AuCl]/AgOTf as catalyst has been developed. The reaction between 1,3-dicarbonyl compounds and primary amines was carried out under solvent-free conditions with low catalyst loading in good to excellent yields at room temperature.

In an ongoing effort to identify novel drugs that can be used as neurotherapeutic compounds, we have focused on anilino enaminones as potential anticonvulsant agents. Enaminones are organic compounds containing a conjugated system of an amine, an alkene and a ketone. Here, we review the effects of a small library of anilino enaminones on neuronal activity. Our experimental approach employs an o...

A novel protocol to synthesize multisubstituted benzo[b][1,4]oxazepines from N-(2-haloaryl)enaminones has been developed. In this procedure, only 2 equiv. of Cs2CO3 was required. A variety of polysubstituted benzo[b][1,4]oxazepine derivatives were provided in up to 95% yield for 27 examples.

High-yielding syntheses of two unpublished series of amino-1,5-benzodiazepines derivatives 3 and 1,2,3-benzotriazoles 4 bearing a dimedone moiety are respectively reported. Derivatives 3 were obtained by intramolecular cyclisation using cyanogenbromide of enaminone 2. On the other hand, when enaminones 2 were treated with sodium nitrite under acidic conditions, cyclisation led to benzotriazole 4.

A new domino strategy for selective synthesis of enaminones and their difluoroboron complexes through aryl migration has been developed. The reaction features low-cost and readily accessible starting materials, reliable scalability, and bond-forming efficiency as well as simple one-pot operation, which makes this strategy highly viable for future applications.

The reaction of ortho-lithiated aryloxiranes with various enaminones straightforwardly affords new functionalized isochromanes as mixtures of two epimeric stereoisomers in reasonable to very good yields (50-90%). The two diastereomers, which show a high structural variability, can be easily separated by column chromatography.