One-pot diastreoselective synthesis of highly functionalized cyclohexenones: 2-oxo-N,4,6-triarylcyclohex-3-enecarboxamides

A series of 2-oxo-N,4,6-triarylcyclohex-3-enecarboxamides were synthesized by condensing acetophenone and aromatic aldehydes with acetoacetanilide in ethanol in the presence of 2-hydroxyethylammonium acetate (2-HEAA) as a basic ionic liquid at ambient conditions. This process is simple, efficient and environmentally benign and proceeds in high yield, short reaction times and there is no need for column chromatography purification.     

A one-pot synthesis of functionalized thiazoles from acid chlorides, secondary amines, ethyl bromopyruvate, and ammonium thiocyanate

An efficient one-pot synthesis of ethyl 2-(4-aryl-2-dialkylamino-1,3-thiazole-5-yl)-2-oxoacetates using acid chlorides, secondary amines, ethyl bromopyruvate, and ammonium thiocyanate is described.     

One-pot synthesis of 4-arylquinolines from aromatic aminoketones and vinylphosphonium salts

The addition of acetylenic esters to aromatic amines such as 2-amino benzophenone derivatives in the presence of triphenylphosphine leads to highly functionalized phosphoranes, which undergo an intramolecular Wittig reaction following oxidation to produce quinoline derivatives.     

One-pot sonochemical synthesis of 1,3-thiazolidin-4-ones using nano-CdZr4(PO4)6 as a robust heterogeneous catalyst

An efficient three-component synthesis of 1,3-thiazolidin-4-ones is described by one-pot condensation of aldehydes, aniline and thioglycolic acid with nano-CdZr₄(PO₄)₆ as a robust heterogeneous catalyst under ultrasonic irradiation. Use of simple and readily available starting materials, experimental simplicity, applying the sonochemical methodology as an efficient method and innocuous means of activation in synthetic chemistry are some advantages of this protocol.     

Efficient synthesis of 4-oxo-4,5-dihydrothieno[3,2-c]quinoline-2-carboxylic acid derivatives from aniline

The first reported synthesis of potential kinase inhibitors, 4-oxo-4,5-dihydrothieno[3,2- $c$ ]quinoline-2-carboxylic acid derivatives starting from aniline is described. This efficient high yielding sequence was carried out in six steps without any chromatographic purification. A tandem nucleophilic aromatic substitution/cyclization reaction was used as a key step in the sequence. The versatile intermediate 2-carboxylic acid was used as a suitable precursor to access the functionalization of the C-ring, by convergent analog synthesis of several novel derivatives.     

An efficient and facile synthesis of 3-amino-5-chromenyl-butenolides from 3-formyl chromone, dialkyl acetylenedicarboxylate, and primary amines

A three-component reaction of 3-formyl chromones, dialkyl acetylenedicarboxylate, and isocyanides in the presence of $\text{ POCl}_{3}$ was used as a highly efficient and practical approach for the synthesis of 3-amino-5-chromenyl-butenolides. High yields and high bond forming efficiency, and simple operations are the advantages of this method. Graphical abstract      

One-pot five-component high diastereoselective synthesis of polysubstituted 2-piperidinones from aromatic aldehydes,nitriles, dialkyl malonates and ammonium acetate

Molecular Diversity - A novel five-component diastereoselective synthesis of polysubstituted 2-piperidinones is reported. The Knoevenagel condensation–Michael addition–Mannich cascade...     

Solid-phase synthesis of 2-substituted 4-amino-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidines

An efficient solid-phase synthesis of 2-substituted 4-aminopyrido[2,3-d]pyrimidines 15 is reported. The procedure started by solid supporting a p-hydroxybenzaldehyde 8 to the Wang resin by using the Mitsunobu protocol. The resulting aldehyde 17 was treated with a substituted acid methyl malonate 10 to afford the corresponding alpha, beta-unsaturated ester 18, which was converted to the Michael adduct 21 by reaction with malononitrile. Cyclization of 21 with an amidine system 13 yielded the solid supported pyridopyrimidine 22, which afforded the corresponding 2-substituted 4-aminopyrido[2,3-d]pyrimidine 15 upon treatment with TFA:DCM. Compounds 15 present three diversity centers R1, R2 and R3. Having validated the chemistry on solid support, a 32-membered combinatorial library was obtained using this protocol.     

Low frequency vibrations of 1,3-butadiene, 1,3-butadiene-d4, and 1,3-butadiene-d6

The absorption bands in the far infrared due to the torsional and in-plane skeletal bending vibrations have been examined in detail together with some mid-infrared bands. Torsional energy level spacings up to v₁₃ = 5 for butadiene and up to v₁₃ = 4 and 3, respectively, for the d₄- and d₆-compounds have been measured accurately, and the data used to investigate the nature of the potential function for rotation about the CC single bond. A Coriolis interaction between the torsion and the in-plane bending mode ν₂₄ has been analyzed in detail.     

Efficient synthesis of alkyl 2-[2-(arylcarbonylimino)-3-aryl-4-oxo-1, 3-thiazolan-5-ylidene]-acetates

Reaction of 1-aryl-3-arylcarbonylthioureas with dialkyl acetylenedicarboxylates in CH₂Cl₂ at room temperature leads to alkyl 2-[2-(arylcarbonylimino)-3-aryl-4-oxo-1,3-thiazolan-5-ylidene]-acetates in good yields.     

One-pot low temperature synthesis of MFe2O4 (M=Co,Ni, Zn) superparamagnetic nanocrystals

Magnetic MFe₂O₄ (M=Co, Ni, Zn) nanocrystals with a diameter about 30 nm and a nearly spherical shape were synthesized via a simple hydrothermal approach. X-ray diffraction, scanning electron microscopy, and transmission electron microscopy have been used to investigate the as-prepared magnetic MFe₂O₄ (M=Co, Ni, Zn) nanocrystals. Magnetic properties of the as-prepared samples have been detected by a vibrating sample magnetometer at room temperature and the results show that the as-prepared magnetic MFe₂O₄ nanocrystals are a type characteristic of superparamagnetic materials. These superparamagnetic nanocrystals are believed to be promising for wide engineering applications, such as drug delivery, bioseparation, and magnetic resonance imaging.     

One-pot solvent-free synthesis of 2,3-dihydro-2-substituted-1H-naphtho[1,2-e][1,3]oxazine derivatives using Fe3O4@nano-cellulose/TiCl as a bio-based and recyclable magnetic nano-catalyst

Molecular Diversity - The present study describes an efficient and environmentally benign protocol for the synthesis of 2,3-dihydro-2-substituted-1H-naphtho[1,2-e][1,3]oxazine derivatives....     

Tandem synthesis of highly functionalized pyrazole derivatives from terminal alkynes, sulfonyl azides, diethyl azadicarboxylate, and sodium arylsulfinates

The reaction between ketenimine intermediates [generated from terminal alkynes and sulfonyl azides], diethyl azadicarboxylate, and sodium arylsulfinates in N, N-dimethylformamide at room temperature, affords ethyl 2,3-dihydro-3-oxo-4-phenyl-2-tosyl-5-(tosylamino)pyrazole-1-carboxylates in moderate-to-good yields. When diisopropyl azadicarboxylate was used as the ester component, diisopropyl 1-arylsulfonyl-2-{[aryl(alkyl)sulfonyl]-2-phenylethanimidoyl}-1,2-hydrazinedicarboxylates were obtained.     

Three-component reactions of isocyanides, dialkyl acetylenedicarboxylates, and trans-cinnamoyl chlorides for the synthesis of highly functionalized 2-vinyl furans

Abstract  

In this study, we present a convenient and efficient method for the synthesis of novel, highly substituted 2-vinyl furans using a three-component reaction. The zwitterions generated from the reaction of isocyanides and dialkyl acetylenedicarboxylates are reacted with trans-cinnamoyl chlorides to produce the desired products in good yields.     

Diastereoselective synthesis of fused [1,3]oxazines from ethyl pyruvate,activated acetylenes and N-heterocycles

The 1:1 zwitterionic intermediates obtained from the reaction between isoquinoline, quinoline, pyridine, or N-methylimidazole with activated acetylenes are trapped by ethyl pyruvate to produce highly functionalized fused [1,3]oxazines in good yields.     

One-pot synthesis of crystalline SnO2 nanoparticles and their low-temperature ethanol sensing characteristics

Crystalline SnO2 nanoparticles(NPs) with a diameter less than 6 nm are synthesized using potassium stannate trihydrate as the precursor in a basic system.The synthesized NPs can detect ethanol at a ppm level even at 100℃.Furthermore,the NPs have good selectivity to ethanol.The excellent ethanol sensing performances are attributed to the small size effect according to the space-charge model.     

Solid-phase synthesis of 2-substituted 4-amino-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidines: An example of cyclization-assisted cleavage

An efficient solid-phase synthesis of 2-substituted 4-aminopyrido[2,3-d]pyrimidines 12 by cyclization-assisted cleavage from resin is reported. The procedure starts by solid supporting an ,-unsaturated acid 8 to the Wang resin 13 by using DCC and 4-DMAP in THF. The resulting ,-unsaturated ester 14 is converted to the Michael adduct by treatment with malononitrile in NaOMe/THF. Such Michael addition constitutes the first example of a Michael reaction with malononitrile in solid-phase. Finally, the Michael adducts 15 are treated with an amidine system in MeOH to yield the corresponding pyridopyrimidines 12. Compounds 12 present three diversity centers R1, R2 and G. Having validated the chemistry on solid support, a 40-membered combinatorial library was obtained using this protocol.