A total of 24 novel organocatalysts based on (S)-quininamine as a chiral tertiary amine and enaminone or 1,2-benzenediamine hydrogen bond donors were synthesized. The enaminone-type catalysts prepared by the transamination N,N-dimethyl enaminones with (9 examples) 1,2-benzenediamine-type in 3 steps from ortho-fluoronitrobenzene derivatives (15 examples). Their organocatalytic activity was evalu...

Density functional theory (DFT) calculations at the B3LYP/6-311+G(d,p) level show that 4,6-di(pyridin-2-yl)cyclohexane-1,3-dione is a labile compound. On the other hand, its dienolimine tautomer (4,6-di(pyridin-2-yl)cyclohaxa-1,3-diene-1,3-diol) seems stable enough to be present in vacuum. Alternatively the equilibriated species are (i) dienolimine and enolimine-enaminone ((6Z)-3-hydroxy-6-(pyr...

The O-arylation of o-enaminone functionalized phenols, namely, (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-ones, has been achieved via a self-promoted process in the presence of CuI, which provided a class of new biaryl ethers bearing a reactive enaminone fragment. The reactions were performed under mild conditions and the functionalized biaryl ether products have been found as useful ...

In the title compound, C(19)H(22)F(3)NO(4), the dihedral angle between the benzene ring and the conjugated part of the enaminone ring is 42.5 (1)°. The ester substituent makes a dihedral angle of 81.3 (2)° with this latter moiety. The crystal structure is held together by strong N-H⋯O and weak C-H⋯O inter-molecular inter-actions. The enaminone ring is disordered over two orientations with relat...

Condensation of phthalimidoacetone (1) with DMFDMA (N,N-Dimethylformamide dimethyl acetal) has afforded enaminone 2. Refluxing 2 with equimolecular amounts of benzaldehyde and urea in acetic acid afforded a mixture of tetrahydropyrimidine 5 and the dihydropyridine 6. Compound 2 undergoes self-condensation on heating in acetic acid or under microwave irradiation in presence of acidic zeolite to ...

Enaminones are chemical compounds consisting of an amino group (−N=) linked through a C=C to a C=O group. In this research, four various enaminone structures were theoretically optimized. These enaminone structures have been studied for substituent effect on hydrogen bond, method and basic set effects on the geometrical parameters, vibrational frequencies and etc. Drawing molecular structures a...

A series of Nـ alkyl 2ـ ketomethylquinoline derivatives were synthesis by reaction of benzoyl chloride derivatives with Nـ methyl quinaldine iodide in the presence of triethyl amine under microwave irradiation. Enaminone form of the product study by spectroscopy method. The result revealed the  Nـ alkyl 2ـ ketomethylquinoline the fixed enaminone tautomer.

A series of Nـ alkyl 2ـ ketomethylquinoline derivatives were synthesis by reaction of benzoyl chloride derivatives with Nـ methyl quinaldine iodide in the presence of triethyl amine under microwave irradiation. Enaminone form of the product study by spectroscopy method. The result revealed the  Nـ alkyl 2ـ ketomethylquinoline the fixed enaminone tautomer.

A divergent and regioselective approach to fused pyridines was developed through formal [3 + 3] cyclocondensations from simple 2,3-unsubstituted chromones or their enaminone precursors.

A novel and facile cascade Biginelli-like assembly employing enaminone, aldehyde and urea/thiourea has been developed, which provides a highly chemo- and regioselective synthesis of new dihydropyrimidinones, 1,3-thiazines and chromones by altering particular functional groups in the reactants.