Qiu-Ying Wang

Efficient Friedländer Synthesis of Quinoline Derivatives from 2-Aminoarylketones and Carbonyl Compounds Mediated by Recyclable PEG-Supported Sulfonic Acid

Abstract 2-Aminoarylketones undergo smooth condensation with α-methylene ketones in the presence of 10 mol% of poly(ethylene glycol) (PEG)–supported sulfonic acid under mild reaction conditions to afford the corresponding poly-substituted quinolines in excellent yields. The catalyst can be recovered by simple filtration and can be recycled in subsequent reactions. The method is simple, cost-effective, and environmentally benign.

PEG-SUPPORTED SULFONIC ACID AS AN EFFICIENT AND RECYCLABLE CATALYST FOR THE SYNTHESIS OF 1,1-DIACETATES UNDER SOLVENT-FREE CONDITIONS

Abstract An operationally simple, efficient, and environmentally benign synthesis of 1,1‐diacetates in good yields by reaction of different aldehydes with acetic anhydride in the presence of PEG‐supported sulfonic acid under solvent‐free conditions is described.

Click Chemistry on Polymer Support: Synthesis of 1-Vinyl- and 1-Allyl-1,2,3-triazoles via Selenium Linker

Abstract Polystyrene-supported 2-azidoethyl phenyl selenide and 3-azidopropyl phenyl selenide reagents have been developed and applied to the traceless solid-phase organic synthesis of 1-vinyl- and 1-allyl-1,2,3-triazoles by CuI-mediated azide–alkyne cycloadditions and subsequent cleavage from the polymer support through oxidation–elimination reaction with 30% hydrogen peroxide. The advantages of this method include straightforward operation, good yield and purity of the products, and good stability and lack of odor for the reagents. GRAPHICAL ABSTRACT

Liquid-Phase Organic Synthesis of Thiazoles Using Poly(ethylene glycol)–Bound Sulfonyl Chloride Resin

Abstract Reaction of poly(ethylene glycol) (PEG)–bound sulfonic acid with thionyl chloride formed difunctionalized PEG-bound sulfonyl chloride, which was treated with α-hydroxyketones, followed by treatment with thioamides in the presence of potassium carbonate, to afford thiazoles in good yields with a facile workup procedure.

Facile solid-phase synthesis of aliphatic aldehydes using novel polymer-supported phenylselenomethyltrimethylsilane

Abstract Treatment of a novel polymer‐supported phenylselenomethyltrimethylsilane reagent with LDA followed by alkylation and oxidative deselenation efficiently afforded aliphatic aldehydes in moderate to good yields with excellent purities.

Convenient One‐Pot Synthesis of Vinyl Ethers from Phenyl 2‐Hydroxyalkyl Selenides

Abstract Vinyl ethers were prepared with good yields in a one‐pot, two‐step transformation by O‐alkylation reaction of phenyl 2‐hydroxyalkyl selenides with primary or secondary organic halides followed by oxidation elimination with 30% hydrogen peroxide.

Solid-phase synthesis of acrylamides with polymer-bound 2-sulfonylpropanoic acid

A novel polystyrene-bound 2-sulfonylpropanoic acid has been developed and applied to convenient, traceless synthesis of acrylamides in good yield and purity.

Synthesis and characterization of novel fluorinated poly(ether imide)s containing pyridine and/or phenylphosphine oxide moieties

4-(4-Trifluoromethylphenyl)-2,6-bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]pyridine (9FPBAPP), as a new aromatic diamine, was prepared by a modified Chichibabin reaction of 4-(4-nitro-2-trifluoromethylphenoxy)acetophenone with 4-triflouromethylbenzaldehyde, followed by a catalytic reduction. A series of fluorinated poly(ether imide)s containing pyridine and/or phenylphosphine oxide moieties were prepared from bis(3-aminophenyl)phenylphosphine oxide (BAPPO), 2,2′-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), and 9FPBAPP via a conventional two-step thermal imidization procedure with various mole ratios of BAPPO and 9FPBAPP. All the polymers were amorphous and soluble in common organic solvents such as N,N-dimethylacetamide and N-methyl-2-pyrrolidone and had T g’s of 277–285°C, 5% weight loss temperature of 521–550°C in nitrogen. Furthermore, high char yields and good limited oxygen index values indicated that these polymers exhibited good thermal stability and flame-retardant property. Tough and flexible polymer films also had good mechanical properties with tensile strengths of 75–99 MPa, tensile moduli of 1.1–1.6 GPa, and elongations at break of 12%–24% and low dielectric constants of 2.81–3.53 (1 MHz), as well as high optical transparency with the ultraviolet cutoff wavelength in the range of 350–384 nm.

One-pot synthesis of vinyl phosphonates from 2-hydroxyalkyl phenyl selenides with monoethyl esters of phosphonic acid

Vinyl phosphonates were prepared with good yields in a one-pot, two-step transformation by Mitsunobu reaction of 2-hydroxyalkyl phenyl selenides with monoethyl esters of phosphonic acid followed by oxidation-elimination.

A facile solid-phase synthesis of vinyl ethers using a selenium traceless linker

A simple, efficient and environmentally friendly procedure for the solid-phase synthesis of vinyl ethers in good yields and purities by reaction of polystyrene-supported 2-hydroxyalkyl selenide with primary or secondary organic halides and subsequent oxidation–elimination with a traceless linker strategy is described.