Synthesis and properties of N-carbazole end-capped conjugated molecules

A series of novel N-carbazole end-capped π-conjugated molecules were synthesized by a divergent approach with the use of bromination, Suzuki cross-coupling, and Ullmann reactions and their physical properties were investigated. In dilute solution, UV-vis absorption spectra displayed bathochromic shift with respect to their conjugated backbones, and photoluminescence spectra showed emission maxima in the blue region. Thermal analysis revealed that they are thermally stable semi-crystalline and amorphous materials. All molecules exhibited good electrochemical stability with high-lying HOMO energy levels and have potential applications as hole-transporting and light-emitting layers in organic light-emitting diodes or as host materials for electrophosphorescent applications.     

Ag(I)-Catalyzed/Acid-Mediated Cascade Cyclization of ortho-Alkynylaryl-1,3-dicarbonyls to Access Arylnaphthalenelactones and Furanonaphthol Libraries via Aryl-Disengagement

ortho-Alkynylarylketone derivatives were employed as key precursors for a one-pot synthesis of arylnaphthalenelactone and furanonaphthol libraries. In this work, we discovered a cost-effective protocol to prepare arylnaphthalenelactones in one-pot using inexpensive starting material, malonate ester, which was conveniently functionalized leading to a variety of structures. Moreover, we also found an unexpected oxy-dearylation reaction which could be used to synthesize furanonaphthol analogs. These novel methods could be applied to a broad range of substrates to give the corresponding products in up to 83% yield. Notably, these classes of compounds exhibited more significant inhibition against protein-tyrosine phosphatase 1B (PTP1B) enzyme than a standard compound, ursolic acid.     

Copper(I)-mediated and microwave-assisted C(aryl)-O(carboxylic) coupling: synthesis of benzopyranones and isolamellarin alkaloids

A simple and highly effective C-O(carboxylic) coupling reaction catalyzed by copper(I) salts has been developed to synthesize benzopyranones. The reaction of various 2-halobiarylcarboxylic acids was examined using microwave irradiation. A new class of pyrroloisoquinoline alkaloid, isolamellarin, was synthesized based on the annulation of dihydroisoquinoline with aryl pyruvates under basic condition and Cu-mediated/MW-assisted C-O(carboxylic) lactonization.     

Efficient synthesis of ningalin C

[reaction: see text] A concise and efficient synthesis of the permethyl derivative of the marine alkaloid ningalin C (2) has been accomplished. The key step involves the formation of a pyrrolinone from an aminoquinone in one pot. An efficient route for the synthesis of the key aminoquinone has also been developed.     

Over-nonlocal gradient enhanced plastic-damage model for concrete

Classical continuum models exhibit strong mesh dependency during softening. One method to regularize the problem is to introduce a length scale parameter via the nonlocal formulation. However, standard nonlocal enhancement (either by integral or gradient formulation) may serve only as a partial localization limiter for many material models. The “over-nonlocal” formulation, where the weight for the nonlocal value is greater than unity and the excesses compensated by assigning a negative weight to the local value, is able to fully regularize certain material models when standard nonlocal enhancement fails to do so. A plastic-damage model for concrete is formulated with this over-nonlocal enhancement via the gradient approach and the full regularizing capabilities demonstrated.     

Oxidation of 3,4-dihydroisoquinolinium salts with DMSO/conc HCl

3,4-Dihydroisoquinolinium salts can be oxidized to the corresponding isoquinolones by DMSO in conc HCl.     

PtCl4-catalyzed cyclization of N-acetyl-2-alkynylanilines: A mild and efficient synthesis of N-acetyl-2-substituted indoles

An efficient synthesis of N-acetyl-2-substituted indole derivatives via direct intramolecular hydroamination of N-acetyl-2-alkynylaniline derivatives was developed. The reaction could be applied to a wide range of substrates employing only 1–2?mol% of PtCl₄ as the catalyst to furnish the desired indole products in moderate to excellent yields. The current protocol is efficient, reliable and scalable, and could serve as an important tool for convenient and rapid access to this important class of N-heterocyclic skeleton from readily available substrates.