Palladium-catalyzed pseudo-domino cyclizations: An easy entry toward polycondensed pyrrolidone derivatives

A new type I palladium-catalyzed pseudo-domino process is developed, in which a single Pd-based catalytic system promotes two mechanistically unrelated, sequential catalytic cycles in chronologically distinct order. Suitable precursors undergo an allylic alkylation and a Heck coupling in sequence, affording polycondensed pyrrolidone derivatives. Depending on the starting precursors, intra/inter or doubly intramolecular processes can be obtained. The allylic alkylation process takes place always very smoothly. On the other hand, the Heck coupling turns out to be rather difficult either when the process is intermolecular, or when an intramolecular process generates polycondensed structures featuring three fused bonds connected to a common carbon atom. In such difficult cases, use of the Herrmann-Beller phosphapalladacycle allowed to catalyze the coupling. This study demonstrates also that allylic alkylations can be catalyzed by the Herrmann-Beller phosphapalladacycle.     

Synthesis of dihydrobenzoxazine pyrrolidone spirocyclic compounds

A simple and efficient synthetic strategy for the preparation of dihydrobenzoxazine spirocyclic compounds was reported via the cycloaddition reaction of o-succinimide-substituted benzaldehyde with nitrobenzene. The reactions can be conducted under very mild reaction conditions (room temperature) using 10?mol% of Cs₂CO₃ as catalyst. A series of dihydrobenzoxazine pyrrolidone spirocyclic compounds were afforded in moderate to good yields. This strategy provides a new direction for the synthesis and study on biological activities of dihydrobenzoxazine pyrrolidone spirocyclic compounds.     

Acid-catalyzed rearrangement of 1-benzyl-2-methyl-3-piperidone to 1-benzyl-2-acetylpyrrolidine

We report that 1-benzyl-2-methyl-3-piperidone, conveniently prepared from 3-hydroxy-2-methylpyridine, undergoes rearrangement to 1-benzyl-2-acetylpyrrolidine in aqueous 6 N HCl at reflux. Studies showing that the 2,2-dimethyl analog is inert under the same conditions support a mechanism of reversible tautomeric equilibria via ring-opened intermediates, one of which was independently synthesized and shown to be a kinetically competent intermediate to product.     

溶液法制备PVP为界面修饰层的红荧烯结晶性薄膜

为了获得低成本、高结晶度的红荧烯薄膜,采用溶液加工的方法和聚合物界面修饰层研究了红荧烯薄膜的性质。首先,通过旋涂方法在Si/SiO₂衬底上先沉积一层聚乙烯吡咯烷酮（PVP）作为界面修饰层,利用偏光显微镜（POM）、原子力显微镜（AFM）研究了PVP层表面形貌及粗糙度。接着在PVP上滴涂红荧烯溶液后固化烘干,制备红荧烯晶体薄膜,研究了不同PVP浓度和不同成膜温度下界面修饰层对红荧烯表面形貌的影响。然后,利用X射线衍射（XRD）表征对比研究了薄膜的微观结构。最后,分析了红荧烯晶体薄膜的生长机制。实验结果表明：80~140℃及低浓度的PVP条件下能得到结晶度高、连续的红荧烯球晶,并且温度升高时,球晶尺寸变大。PVP作为界面修饰层有利于改善红荧烯的成膜性,制备高结晶度的晶体薄膜。     

A new pyrrolidone derivative from Pistacia chinensis

A new N-phenyl-pyrrolidone derivative had been isolated from Pistacia chinesis Bunge. Its structure was elucidated as 4-hydroxy-5-（2-oxo-1-pyrrolidinyl）-benzoic acid, named pistaciamide on the basis of the 1D-NMR, DEPT, HMQC and HMBC spectroscopic techniques. 2007 Xi Kui Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.     

Corrosion inhibition of steel in sulphuric acid by pyrrolidine derivatives

Novel corrosion inhibitors, namely 1-{2-[(2-hydroxyethyl)thio]ethyl}pyrrolidin-2-one (P5) and {[2-(2-oxopyrrolidin-1-yl)ethyl]thio}acetic acid (P4), were synthesised and tested as corrosion inhibitors for steel in 0.5 M H₂SO₄. The effects of P4 and P5 are also compared to their initial reactants 1-vinylpyrrolidin-2-one (P1), 2-mercaptoethanol (P2) and mercaptoacetic acid (P3). The study was carried out by weight loss measurements, potentiodynamic polarisation, linear polarisation resistance (R_p) and electrochemical impedance spectroscopy (EIS) methods. The inhibition efficiency increases with the concentration of P5 to attain 89% at 5 × 10⁻³ M. We note good agreement between the various methods explored. Polarisation measurements show also that the pyrrolidones act essentially as cathodic inhibitors. The cathodic curves indicate that the reduction of proton at the steel surface is an activating mechanism. P4 and P5 adsorb on the steel surface according to Langmuir adsorption model. Effect of temperature is also studied in the 298-353 K range. Efficiency is explained by the theoretical studies.     

DYNAMIC SWELLING BEHAVIOR OF POLYACRYLAMIDE BASED THREE COMPONENT HYDROGELS

Three component polymeric thydrogels with greater water sorption properties were prepared of polyacrylamide, poly-vinylpyrrolidone, and gelatin by crosslinked polymerization method. The water uptake by hydrogel was greatly dependent on the composition of the hydrogel and external stimuli such as the presence of electrolytes and temperature of the system. The dynamics of the sorption process was investigated and found to be Fickian controlled. The hydrogels prepared were found to exhibit high antithrombogenic property than that possessed by the glass surface.     

Photo-triggered Intramolecular Radical Tandem Regioselective Alkylation/Cyclization of 1,6-Dienes with Redox-Active Esters Enabled by an EDA Complex

A photocatalyst- and metal-free radical tandem alkylation/cyclization between 1,6-dienes and redox-active esters has been developed, affording a series of N-aryl pyrrolidine-2-ones in moderate to good yields. The transformation is driven by the formation of an electron-donor-acceptor (EDA) complex and a subsequent single electron transfer (SET) process. This photocatalyst-free protocol features excellent regioselectivity, mild conditions and broad substrate scope, providing a facile access to 3-alkyl-3,4-dimethyl-1-phenylpyrrolidin-2-one.