Latest ArticlesThe isoindolinone and biaryl scaffolds are prevalent in natural products and drug molecules, which have showed broad and interesting biological activities. The efficient construction of such hybridized molecules and biological evaluation are of great interest to medicinal chemistry community. In this communication, we report an efficient Brønsted acid-promoted C(sp3)-H functionalization approach that enables the rapid construction of biologically important isoindolinone/[1,2,4]triazolo[1, 5-a]pyrimidine hybrids from 5-methyl-7-(2, 4, 6-trimethoxyphenyl)-[1,2,4]triazolo[1, 5-a]pyrimidine, 2-formylbenzoic acid and various anilines. The title compounds were generated in high to excellent yields (up to 96%) regardless of the electronic nature and steric effects of the substituents. In this reaction, an isoindolinone scaffold, one C-C single bond, and two C-N bonds were formed simultaneously with high atom economy. In this work, we have envisioned that the methyl group linked to the electron-deficient Nheterocycles could be used as a new synthetic handle for late-state diversification and may have broad applications in the field of organic and medicinal chemistry. Besides, the title compounds have exhibited promising activity against the SKP2-CKS1 interaction.
The controllable synthesis of one-dimensional (1D) structural morphology of metal-organic frameworks (MOFs) is significant for its application in catalysis, sense and gas separation. In this communication, we report a simple and moderate synthetic strategy to obtain uniform HKUST-1 nanobelts (NBs) by using copper nanowires (Cu NWs) as a metal source as well as a template. The control experiments showed that synergy between metal dissolution rate and crystal formation plays a key role in the formation of nanobelts. Our study represents an attractive synthetic strategy of 1D MOFs-based material for applications.
A new method for the synthesis of 3-thioazaspiro[4,5]trienones was developed using Pd nanoparticle catalysts, which are highly efficient, environmentally friendly and recyclable. Alkynes and thiophene phenols are effectively cyclized by Pd/ZrO2 catalyst under visible light irradiation. The present protocol simply utilizes visible light as the safe and ecofriendly energy source, and the Pd/ZrO2 nanocomposite as photocatalyst provides a simple and practical approach to various 3-thioazaspiro[4,5]trienones in moderate conditions to high yields
Over the past two decades, layer-by-layer (LbL) assembly of micro/nanocapsules has been of interest for the investigation of bio-nano interactions to explore bio-applications, such as drug delivery. The choice of an appropriate template that can be easily dissolved under mild conditions is one of the challenges for the assembly of LbL capsules. Herein, we report the engineering of LbL capsules with tunable morphologies using cuprous oxide (Cu2O) particles as templates. Cu2O particles with cubic, tetradecahedral or spherical morphologies were synthesized via hydrothermal processes, which can be dissolved under mild condition (e.g., sodium thiosulfate solution). The influence of capsule morphologies on cell association was investigated, which indicates that LbL capsules with cubic geometry promoted cell association up to 4 and 9-fold than tetradecahedral and spherical capsules, respectively. The reported method provides a new avenue for the assembly of LbL capsules with different morphologies, which has the potential for better understanding of biological interactions of LbL capsules.
An efficient water-based bismuth-mediated addition reaction of carbonyl compound with cyclic allylic halide was developed. The reactions proceeded smoothly in aqueous DMF in the presence of ammonium iodide to afford the corresponding syn-homoallylic alcohols in moderate to good yields with excellent diastereoselectivities (>99:1 syn:anti). Reversal of product diastereoselectivity was observed when heteroaryl aldehyde possessing an adjacent chelating nitrogen atom was employed as substrate.
A new silver mediated aminophosphinoylation of propargyl alcohols with aromatic amines and Hphosphine oxides for the construction of α-aminophosphine oxides has been developed. The C-N and C-P bond could be efficiently formed in one pot operation via sequential C-C and C-O bond cleavage of propargylic alcohols. This present methodology, which not only provides a simple and alternative strategy for the synthesis of α-aminophosphine oxides, but also opens a new window for the cleavage reactions of propargyl alcohols via dealkynalation coupling.
A heteropore covalent organic framework (COF) integrating tetraphenylethene skeleton and catechol segment is designed and synthesized. It exhibits extremely high stability in water under different pH conditions, which makes it an excellent material for adsorptive removal of Cd(Ⅱ) from aqueous solutions with very fast adsorption kinetics, high uptake capacity, and good recyclability.
In this study, various nonionic surfactants (NS) with different ethylene oxide (EO) numbers and tail lengths and its binary blends with anionic surfactants (AS) were used as emulsifiers for naphthenic oil to form the microemulsion metalworking fluids (MWFs), and the effects of them on the stability of the emulsion system were investigated by formulation triangle method. The results indicated that binary complex surfactants of NS and AS as emulsifiers exhibited better emulsifying effect than that of single NS. NS with different EO numbers and tail lengths presented various emulsifying effects. NS (EO = 10) exhibited the greatest number of stable formulations, especially the TX-10, but no linear relationship existed between the number of stable formulations and the tail length of NS. In addition, aromatic primary alcohol ethoxylate (APAE) series surfactants containing benzene groups similar to the cycloalkanes in the naphthenic oil so that presented the best emulsifying affect and the greatest number of stable formulations. The co-surfactant of sodium dodecyl benzene sulfonate (SDBS) binary blends with NS exerted the best synergistic effect, and the stable formulations numbers were ranged from 5 to 7, next sodium stearate (SS) comes last followed by sodium dodecyl sulfate (SDS-1) and sodium dodecyl sulfonate (SDS-2).
Host-guest supramolecular gels were developed via the self-assembly of inclusion complexes (ICs) of β-cyclodextrins/phenylboronic acid gelator (PBA). Salts and current were involved in the self-assembly to stabilize the host-guest gels. The stability of the gels was greatly improved after salts were added. The stable time of gels was extended from 2.5 h to 120 h with the addition of NH4NO3 at the concentration of 2.5×10-2 g/mL. The morphology of the gel was affected by the concentrations of NH4NO3. SEM images revealed that the gels were three-dimensional nanofibrous networks, the sizes of fibers decreased with decreasing NH4NO3 concentrations, which affected the stability of gels, further proved by the rheological properties of gels. More stable gels were obtained with current stimulation, the stable time of the gel was increased from 2.5 h to 55 h with current by adding NaBF4. The current also exhibited significant influence on the aggregation as the voltage varied (0-500 mV) with a constant concentration of salts. The result showed the self-assembly process of host-guest gel could be well controlled via the addition of salts and current to desired morphology and stability.
The toxic organic dye contaminants in wastewater are extremely harmful to the ecosystem. Surface enhanced Raman scattering (SERS) is a technique with high sensitivity and chemical specificity which fulfills the requirements for monitoring dye contaminants in wastewater. However, as one of the common dye contaminants, methyl orange (MO) has very weak affinity to metallic surfaces and is difficult to be detected by SERS at low concentrations. Therefore, a new type of SERS substrate with Ag nanoparticle monolayer functionalized by mono-6-deoxy-6-thio-β-cyclodextrin (β-CD-SH) was prepared to efficiently capture and detect MO in wastewater with a limit of detection of 5×10-7 mol/L. The hydrophobic cavity of β-CD is responsible for the efficient trap and enrichment of MO on the Ag NPs surface, achieving a strong SERS signal of MO at low concentrations and at different pH values. This study provides new insight into designing a well-performed adsorbent for the capture and detection of organic contaminants.
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