Surface Property Characterization of Plasma-Polymerized Tetraf luoroethylene Deposits

Plasma-polymerized tetrafluoroethylene (PPTFE) deposits were characterized by contact angle measurements and critical surface tension γ_Cmeasurements.

The measurements showed surface property changes of the deposits as a function of time and treatments: helium and nitrogen in the feed gas, plasma degradation of the films, and of vacuum/temperature posttreatments. The process was a flow rf plasma vapor deposition process, inductively-coupled, using tetrafluoroethylene as the monomer gas.

The study aimed toward effecting variable surface properties of the film deposits via plasma process parameters and gas feed admixtures. In addition, the nature and structure of the fluorocarbon deposits were elucidated using surface property characterization and ESCA techniques.     

PCC-Promoted Dehydration of Aldoximes: A Convenient Access to Aromatic,Heteroaromatic, and Aliphatic Nitriles

A simple and convenient procedure for the synthesis of nitriles by dehydration of aldoximes using a PCC (pyridiniumchlorochromate) has been developed. A variety of aromatic, heteroaromatic, and aliphatic aldoximes are converted.

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Aluminium Chloride–Catalyzed Synthesis of 4-Benzyl Cinnolines from Aryl Hydrazones

An efficient synthesis of 4-benzyl cinnolines from aryl phenylallylidene hydrazone is described. In this report aluminium chloride as a Lewis acid catalyst and toluene as a solvent are used for the synthesis. This method is expected to more advantageous than the other reported methods of synthesis of the cinnoline rings because of its low cost, better yield, and benign reaction conditions.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Ferrocenoyl Benzotriazole,IV: Microwave-Assisted Synthesis of Novel 1,1′-Bis-ferrocenamides

An easily applicable microwave-assisted novel 1,1′-bis-ferrocenoylbenzotriazole-mediated synthesis of novel derivatives for 1,1′-bis-ferrocenamides was applied. This is a cheap, easy, and green method because of microwave irradiation and recovery of benzotriazole.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Synthesis of Arylethylene or Diarylethylene Compounds by Pd-Catalyzed Heck Coupling Reaction

We have developed an effective palladium-catalyzed arylation or diarylation couplings of olefins with various aryl halides in the presence of readily available ligands. This method is simple, economical, and practical for the synthesis of arylethylene and diarylethylene.

Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for full experimental and spectral details.     

Some Properties of Polyelectrolyte-G rafted Cellulose

Anionic and cationic polyelectrolytes were grafted on a bleached kraft pulp. Grafting an anionic polyelectrolyte (sodium poly-acrylate-polyacrylamide copolymer) resulted in modified fibers possessing outstanding affinity for water and saline solutions in the pH range where the polymer is ionized. Swelling is the result of both the grafting operation itself and of the presence of the ionized polyelectrolyte.

The swollen grafted fibers could be disintegrated under intense shear to give a colloidal solution exhibiting pseudoplastic thixo-tropic behavior. Electron microscopic examination revealed that during the shearing process the fiber had been disintegrated into its constitutive elements, long rodlike protofibrils, which are believed to be mainly responsible for the high viscosities observed.

Grafting a cationic polyelectrolyte (polydimethylamino ethyl methacrylate hydrochloride) produced fibers with lower but significant water swelling. The influence of pH on swelling was similar, although reversed, to that observed with the anionic grafted fibers. The presence of a large number of cationic groups in the porous cellulose fiber gel points to applications in ion-exchange and adsorption processes.     

Mild and Efficient One-Pot Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles from Nitriles Mediated by K3PO4

Potassium phosphate, K₃PO₄, has been proved to be a cheap, strong, and efficient reagent for the one-pot synthesis of 3,5-disubstituted-1,2,4-oxadiazoles from nitriles and acid chlorides under mild conditions.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Oxidation of Benzaldehydes to Benzoate Esters Using Household Bleach and Sodium Iodide in Alcohol Solvents

Various substituted benzaldehydes were converted into benzoate esters with household bleach and sodium iodide in an alcohol solvent. The reaction works best with methanol. Only 4-chlorobenzaldehyde, 3-nitrobenzaldehyde, and 4-nitrobenzaldehyde reacted completely with 1-propanol under these conditions.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Vilsmeier Reagent: An Efficient Reagent for the Transformation of 2-Aminobenzamides into Quinazolin-4(3H)-one Derivatives

Clean and easy preparation of quinazolin-4(3H)-one derivatives using 2-aminobenzamides and Vilsmeier reagent is described. 2-Aminobenzamides were converted into the corresponding quinazolinones under mild and efficient conditions, in good yields without undesirable by-products.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Oxidative Nuclear Bromination of Substituted 4-Pyridones Using Pyridinium Bromochromate

An alternative convenient approach for the bromination of various poly-substituted 4-pyridones has been developed via an oxidative nuclear bromination in the presence of sole pyridinium bromochromate (PBC). The PBC performs the dual role of oxidant and source of Br⁺ during the process.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Efficient Synthesis of Pyrrolo[1,2-f]phenanthridine Derivatives via Dipolar Cycloaddition of Phenanthridine,Activated Acetylenes,and Ethyl Bromopyruvate

The three-component reactions of phenanthridine, activated acetylenes, and ethyl bromopyruvate through both of simultaneous and stepwise process are surveyed. The reactions afforded the corresponding pyrrolo[1,2-f]phenanthridine derivatives in good yields without using any catalyst and activation.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Role of Additives in Chiral Amine-Catalyzed Direct Aldol Reaction

A systematic study of chiral adducts derived from amines as catalysts for aldol reaction revealed that enantioselective outcome depends on the chiral enamine intermediate and not the face-selective activation of aldehyde. A simple addition compound of proline and 8-hydroxy quinoline was found to be a good catalyst.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Pd-Catalyzed Cross-Coupling of Acyl Chlorides with In Situ–Generated Alkynylzinc Derivatives for the Synthesis of Ynones

A mild and operationally simple procedure by Pd-catalyzed cross-coupling of acyl chlorides with in situ–generated alkynylzinc derivatives was developed, giving the corresponding ynones in good yields.

Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® full experimental and spectral details.     

Surfactant-Catalyzed Addition of Higher Thiols to N-Aryl Substituted Maleimides

The cationic-type surfactant-catalyzed conjugate addition reaction of long-alkyl-chained thiols with N-aryl-substituted maleimides in water as a green reaction medium afforded the corresponding thia-Michael adducts in moderate to good yields.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Rigid Support Materials for the Immobilization of Enzymes

The purpose of the work presented here was to prepare a support material for enzymes and “affinity ligands” with the following characteristics: low cost, durability, rigidity, and high capacity. Our study encompassed conjugates of porous and nonporous silicas with organic polymers and macroporous ion-exchange resins. Poly-ethyleneimine (PEI), polyacrylic acid (PAA), poly (methyl vinyl ether/maleic anhydride) were attached to porous glass and silica in various combinations. The composite of silica beads with PEI and PAA is a good support for the enzyme trypsin as judged by the activity against N-α-benzoyl-L-arginine ethyl ester.

Amberlyst (macroporous, sulfonated polystyrene) was activated by treatment with thionyl chloride; the resulting resin was either used directly or reacted with a diamine. The diamine derivative was used for enzyme coupling or transformed further to the succinyl or p-aminobenzoyl derivative. None of these derivatives were particularly good as supports for the enzyme trypsin. Duolite converted to a PAA, succinyl, or succinimide derivative was a good support. The enzyme-resin adduct has good activity and stability.

The resin is quite durable and of low cost. The Duolite-trypsin has good activity against protein. In addition, this derivative was active in 7 M urea. The proteolytic activity was nearly doubled by urea, presumably as a result of substrate (casein) denaturation. The michaelis constants and pH dependences are compared for trypsin conjugates with Duolite A-7, Silica-PEI-PAA, agarose, and porous glass. A cost comparison reveals that the Duolite and silica derivatives are much less expensive than agarose and glass.     

Total Synthesis of (±)-Glabridin

An efficient formal synthesis of (±)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon–carbon double bonds in α,β-unsaturated carbonyl compound as the key step.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Selection of Amino Acids and the Biomimetic Synthesis of Amido Bond in the Presence of β-CD

A new method was developed to construct a special amido bond in the presence of β-cyclodextrin. This process is similar to peptide synthesis in organisms. NMR experiments were performed to investigate the possible mechanism. This work has potential application in biomimetic peptide synthesis.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

CuFe2O4 Nanoparticles: A Magnetically Recoverable and Reusable Catalyst for the Synthesis of Coumarins via Pechmann Reaction in Water

The synthesis of coumarins by hydroxyalkylation of phenols with ethyl acetoacetate (via Pechmann reaction) is attempted using magnetically separable and reusable CuFe₂O₄ nanoparticles in water.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications ^® for the following free supplemental resource(s): Full experimental and spectral details.]     

Efficient One-Pot Synthesis of 3-Amino-7-azaindoles Under Microwave Irradiation

An efficient one-pot synthesis of 3-amino-7-azaindoles was developed, starting from ethyl (3-cyanopyridin-2-yl)carbamate and α -bromoketones by microwave-assisted Thorpe–Ziegler cyclization in the presence of a base. This method features excellent yields, short reaction time (10min), and high functional group compatibility.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

Enantioselectivity Investigation of Short Polar Peptides with Different Positions in the Michael Reaction

This work reports the effectiveness of short polar peptides as asymmetric catalysts in Michael reactions to attain good yields of enantio- and diastereoselective isomers. In a comparison, glutamic acid and histidine produced greater ee and yields when they were applied as the second amino acid in short trimeric peptides. These short polar peptides were found to be efficient organocatalysts for the asymmetric Michael addition reaction in water.

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