Copper-promoted C5-selective bromination of 8-aminoquinoline amides with alkyl bromides.

An efficient and practical method for the synthesis of C5-brominated 8-aminoquinoline amides via a copper-promoted selective bromination of 8-aminoquinoline amides with alkyl bromides was developed. The reaction proceeds smoothly in dimethyl sulfoxide (DMSO) under air, employing activated and unactivated alkyl bromides as the halogenation reagents without additional external oxidants. This method features outstanding site selectivity, broad substrate scope, and excellent yields.

Pickering Emulsion Templated 3D Cylindrical Open Porous Aerogel for Highly Efficient Solar Steam Generation.

Porous-structured evaporators have been fabricated for achieving a high clean water throughput due to their maximized surface area. However, most of the evaporation surfaces in the porous structure are not active because of the trapped vapor in pores. Herein, a three-dimensional (3D) cylindrical aerogel-based photothermal evaporator with a disordered interconnected hierarchical porous structure is developed via a Pickering emulsion-involved polymerization method. The obtained cotton cellulose/aramid nanofibers/polypyrrole (CAP) aerogel-based evaporator achieved all-cold evaporation under 1.0 sun irradiation, which not only completely eliminated energy loss via radiation, convection, and conduction, but also harvested massive extra energy from the surrounding environment and bulk water, thus significantly increasing the total energy input for vapor generation to deliver an extremely high evaporation rate of 5.368 kg m-2 h-1 . In addition, with the external convective flow, solar steam generation over the evaporator can be dramatically enhanced due to fast vapor diffusion out of its unique opened porous structure, realizing an ultrahigh evaporation rate of 18.539 kg m-2 h-1 under 1.0 sun and 4.0 m s-1 . Moreover, this evaporator can continuously operate with concentrated salt solution (20 wt.% NaCl). This work advances rational design and construction of solar evaporator to promote the application of solar evaporation technology in freshwater production.

Copper-catalyzed selective C5-H bromination and difluoromethylation of 8-aminoquinoline amides using ethyl bromodifluoroacetate as the bifunctional reagent.

A simple and effective method for the copper-catalyzed selective C5-H bromination and difluoromethylation of 8-aminoquinoline amides with ethyl bromodifluoroacetate as the bifunctional reagent was developed. The combination of cupric catalyst and alkaline additive results in a C5-bromination reaction, whereas cuprous catalyst combined with silver additive results in the C5-difluoromethylation reaction. This method has a broad substrate scope and allows for easy and convenient access to desired C5-functionalized quinolones with good to excellent yields.

Directed Palladium(II)-Catalyzed Intermolecular Anti-Markovnikov Hydroarylation of Unactivated Alkenes with (Hetero)arylsilanes.

We describe herein a regioselective palladium(II)-catalyzed intermolecular hydroarylation of unactivated aliphatic alkenes with electronically and sterically diverse (hetero)arylsilanes under redox-neutral conditions. A removable bidentate 8-aminoquinoline auxiliary was readily employed to dictate the regioselectivity, prevent ß-hydride elimination, and facilitate protodepalladation. This silicon-based protocol features a broad substrate scope with excellent functional group compatibility and enables an expeditious route to a variety of γ-aryl butyric acid derivatives in good yields with exclusive anti-Markovnikov selectivity.

Direct Hiyama Cross-Coupling of (Hetero)arylsilanes with C(sp2)-H Bonds Enabled by Cobalt Catalysis.

We report a chelation-assisted C-H arylation of various indoles with sterically and electronically diverse (hetero)arylsilanes enabled by cost-effective Cp*-free cobalt catalysis. Key to the success of this strategy is the judicious choice of copper(II) fluoride as a bifunctional sliane activator and catalyst reoxidant. This methodology features a broad substrate scope and good functional group compatibility. The synthetic versatility of this protocol has been highlighted by the gram-scale synthesis and late-stage diversification of biologically active molecules.

Generation and Trapping of a 1-Phosphafulvene: An Illustration of the P═C/C═C Analogy.

1-Phosphafulvenes can be easily generated by dissociation of dimers resulting from the reaction of phospholes with aldimines. As electron-rich partners, they act as 4π phosphadienic systems toward alkenes and alkynes in [4 + 2] cycloaddition reactions. As electron-poor partners, they act either as 2π systems toward conjugated dienes in [2 + 4] cycloaddition reactions via their P═C double bond or as 6π systems toward phosphadienes in [6 + 4] cycloaddition reactions.

Reaction of Phospholes with Aldimines: A One-Step Synthesis of Chelating, Alpha-C2-Bridged Biphospholes.

Phospholes react with aldimines at 170 °C in the presence of mild Lewis acids to give C2-bridged biphospholes in good yields. The mechanism includes a series of [1,5] shifts of the P-substituents around the phosphole ring, a P-H + aldimine condensation, and the formation of a transient three-membered ring that dimerizes.

Synthesis and characterization of a novel o-tolyltelluronic trimethyltin ester and its cytotoxic assessment in vitro.

A new arenetelluronic triorganotin ester, namely (Me3Sn)4[o-Me-PhTe(µ-O)(OH)O2)]2 (1) has been prepared by the reaction of o-tolyltelluronic acid and Me3SnCl in the presence of potassium hydroxide. The complex was fully characterized by elemental analysis, FT-IR, NMR ((1)H, (13)C, (119)Sn) spectroscopy and X-ray crystallography. Structure analysis revealed that the complex crystallized as Sn4Te2 units and a 1D linear chain was formed by intermolecular C-HO interactions. Cytotoxic assessments showed that the complex can induce apoptotic cell death via accumulation of ROS, collapse of the MMP and activating caspase-3. The results indicated that ROS is crucial to the cytotoxicity induced by the complex.