56570-39-9

Upstream product

• 100-46-9 benzylamine 
• 93-91-4 1-phenylbutan-1,3-dione 
• 6710-62-9 1-phenyl-2-butyn-1-one 

Downstream Products

• 91306-18-2 2-acetonyl-3,5,5-trimethyl-2-phenyloxazolidin-4-one 
• 91306-19-3 2-acetonyl-5,5-dimethyl-2,3-diphenyloxazolidin-4-one 
• 91306-20-6 3-benzyl-2,5,5-trimethyl-1-phenyl-2-phenacylimidazolidin-4-one 
• 91306-16-0 2-acetonyl-3-benzyl-5,5-dimethyl-2-phenyloxazolidin-4-one 
• 819050-98-1 3-benzoyl-5-hydroxy-2-methyl-9-oxo-6,9-dihydro-furo[2,3-f]quinoline-7-carboxylic acid methyl ester 
• 1443036-28-9 (E)-3-(benzylamino)-1-phenyl-2-((trifluoromethyl)thio)but-2-en-1-one 
• 15922-58-4 1-benzyl-5-methyl-1H-1,2,3-triazole 
• 69973-67-7 (4-methyl-2-phenylthiazol-5-yl)(phenyl)methanone 
• 202188-63-4 1-benzyl-5-[hydroxy(phenyl)methyl]-6-methyl-1,2,3,4-tetrahydro-2-pyridinone 

Relevant academic research and scientific papers

Interrelationships between the tetrahedral and planar polymorphs of bis(3-ethylamino-1-phenyl-but-2-en-1-ono)nickel(II) and structural comparisons with related CoII, NiII, CuII, and ZnII complexes

Conditions for the crystallization and interconversion of the green and brown polymorphs of bis(3-ethylamino-1-phenyl-but-2-en-1-ono)nickel(ii) (Ni(B-Et)2), which contain planar and tetrahedral complexes in accord with previous magnetic and spectroscopic studies, have been determined. Additionally, the series of β-diketoamine-containing complexes, M(B-Et)2 and M(B-Bn)2, (M = CoII, NiII, CuII, ZnII) obtained from condensation of benzoylacetone (B) with either ethylamine (Et) or benzylamine (Bn) followed by treatment with [MCl4]2- under basic conditions has been prepared and their structures characterized crystallographically. In contrast to Ni(B-Et)2, Ni(B-Bn)2 has been crystallized only in the planar form. M(B-Et)2 and M(B-Bn)2 (M = Co or Zn) have similar, nearly tetrahedral structures, while Cu(B-Et)2 and Cu(B-Bn)2 have structures that are decidedly intermediate between tetrahedral and planar. Despite the abilities of these complexes to exist in tetrahedral, planar, or intermediate structures in solution, it has not been possible to induce much structural variation in crystalline forms. While two polymorphs of Zn(B-Bn)2 have been obtained, both have similar, tetrahedral structures. Only Ni(B-Et)2 crystallizes in both planar and tetrahedral forms. None of the complexes formed cocrystals with fullerenes or solvates in which structural variation as seen in Ni(B-Et)2 occurred.

Redox Property of Enamines

Enamines are electron-rich compounds bearing intriguing redox properties. Herein, a series of secondary enamines condensed from primary amine and β-ketocarbonyls were synthesized and their electrochemical oxidation properties were systematically studied by cyclic voltammetry. Furthermore, theoretical calculation of oxidation potentials of enamines, particularly those catalytic intermediates, was also conducted to further broaden the scope investigated. Possible structural factors on oxidation and the nature of the resulted radical cation intermediates were revealed and discussed. Correlation of redox potentials with molecular properties such as highest occupied molecular orbital energies and natural population analysis charge were explored, and there appears no simple linear correlation. On the other hand, a good correlation with Mayr's nucleophilicity parameter N was noted among a range of catalytically relevant enamines. Spin population analysis disclosed that enamine radical cations mainly exhibit the carbon-center free radical feature. Taking experimental and computation data together, a comprehensive picture about the redox property of enamines is presented, which would provide guidance in the development of oxidative enamine catalysis and transformations.

Iron-Catalyzed Synthesis of Substituted Thiazoles from Enamines and Elemental Sulfur through C?S Bond Formation

An atom economical approach for the synthesis of substituted thiazoles starting from enamines and elemental sulfur through the C?H functionalization/C?S bond formation is described. Under the optimized conditions, various substituted enamines reacted smoothly with elemental sulfur and the desired substituted thiazoles were generated in moderate to excellent yields. (Figure presented.).

Solvent-free synthesis of β-enamino ketones and esters catalysed by recyclable iron(III) triflate

A novel application of highly stable Fe(OTf)3 as an efficient catalyst for the synthesis of a variety of β-enamino ketones and esters under solvent-free conditions is described. Notably, this protocol of a "green synthesis", which produced β-enamino ketones and esters by the reaction of a variety of β-dicarbonyl compounds and primary amines, exhibits attractive properties including high yields, short reaction periods, lower loading of catalyst and chemo- and regio-selectivity. In addition, the catalyst was easily recovered from the reaction system and readily reused with minimal loss of activity.

Vanadium(IV) acetylacetonate catalyzed stereoselective synthesis of β-enaminoesters and β-enaminones

An efficient and stereoselective procedure has been described for the synthesis of a series of β-enaminoesters and β-enaminones by vanadium(IV) acetylacetonate [VO(acac)2] catalyzed reaction of β-ketoesters and 1,3-diketones with both aliphatic and aromatic amines. X-ray crystallographic studies of some representative compounds corroborate two types of structural geometry formed by inter-molecular as well as intra-molecular hydrogen bonds.

A metal-free multicomponent cascade reaction for the regiospecific synthesis of 1,5-disubstituted 1,2,3-triazoles

About specifics: A method for the regiospecific synthesis of the title compounds through an unprecedented Michael addition/deacylative diazo transfer/cyclization sequence has been established. The simple and practical method can be used for the modification of primary amines including chiral α-amines. The process involves the formation three covalent bonds and the cleavage of two covalent bonds (see scheme, Ts=4-toluenesulfonyl).

P2O5/SiO2 as a new, efficient, and reusable catalyst for preparation of β-enaminones under solvent-free conditions

P2O5/SiO2 (30% w/w) was applied as an efficient, heterogeneous, and reusable catalyst for the synthesis of β-enaminones. The reactions were rapidly completed at 80°C under solvent-free conditions and products were obtained in good to excellent yields. Copyright Taylor & Francis Group, LLC.

Approach to synthesis of Β-enamino ketones and pyrroles catalyzed by gallium(III) triflate under solvent-free conditions

Metal triflates have been used to catalyze synthesis of-enamino ketones or pyrroles from amines and 1,3-dicarbonyl or 1,4-dicarbonyl compounds under solvent-free conditions, respectively. Among different metal triflates screened, 0.5mol% Ga(OTf)3 efficiently promoted the reactions to give excellent yields. In addition, the catalyst could be recovered easily after the reactions and reused without evident loss in activity.

A mild method for the synthesis of β-enaminones and β-enamino esters using KH2P04 as catalyst

β-Enaminones and β-enamino esters have been produced by the direct condensation of amines with β-diketones and β-ketoesters using KH2P04 as catalyst under mild, solvent-free conditions.

Enamination of β-dicarbonyl compounds with amines

Enamination of a wide variety of primary amines was successfully described with excellent chemoselectivity in the presence of catalytic amounts of β-cyclodextrin in water under mild conditions. Aliphatic amines also reacted efficiently to produce the corresponding enaminones.