Pyrrole was covalently bonded to 1-methyl and 1-benzylimidazolium ionic liquids (ILs) via an N-substituted alkyl linkage to prepare electropolymerizable IL monomers with excellent thermal stability. The methylimidazolium IL, [pyrrole-C6MIm]+, was then electropolymerized on macro- and microelectrode materials to form conductive polymeric IL (CPIL)-modified surfaces. Electrochemical characterizat...

Easy accessible isoxazol-5(4 H )-ones are useful precursors of heterocycles. In this context we report the ruthenium-catalyzed transformation 4-alkenyl-substituted isoxazol-5-ones to afford 1 -pyrrole derivatives. The operative conditions were proven be effective also on cyclohexane-fused isoxazolones giving 4,5,6,7-tetrahydroindoles. Reactions, which allow access tri-and tetra-substituted pyrr...

A convenient and efficient methodology for the synthesis of densely substituted pyrrole-fused isocoumarins, which employs solid-supported silica sulfuric acid (SSA) as catalyst, has been developed. When the mixture of ninhydrin adducts of acetylacetone/ethyl acetoacetate and primary amines was heated on the solid surface of SSA under solvent-free conditions, the pyrrole-fused isocoumarins were ...

Eighteen novel 3-substituted-indolin-2-ones containing chloropyrroles were synthesized and their biological activities were evaluated. The presence of a chlorine atom on the pyrrole ring was crucial to reduce cardiotoxicity. The presence of a 2-(ethyl-amino)ethylcarbamoyl group as a substituent at the C-4' position of the pyrrole enhanced the antitumor activities notably. IC50 values as low as ...

Complex II inhibitors play an important role in agrochemical fungicide research and have been known for more than 40 years. With the introduction of ortho-substituted heterocyclic amides, a breakthrough in activity level and spectrum within this class was achieved. In the meantime all major agrochemical companies have entered this field. In this paper, a special complex II subclass, the pyrrole...

Tetraarylpyrroles with a 1-azulenyl substituent were prepared by the reaction of 1-azulenyl ketones, which have various aryl-substituents at their α-position, with benzoin in the presence of ammonium acetate as a nitrogen source of the pyrrole ring. Optical property of the tetraarylpyrroles obtained by the reaction was clarified by UV/Vis spectroscopy and/or time-dependent density functional th...

N-arylpyrrole-based dyes possessing excellent opto-electronic properties are promising candidates for two-photon fluorescence labeling materials. The systematic investigation of novel N-arylpyrrole derivatives is of great importance for both fine-tuning electronic spectra and designing two-photon absorption (2PA) materials. We thoroughly studied influences of the π-conjugated center and N-subst...

A practical access to four new halogen-substituted pyrrole building blocks was realized in two five synthetic steps from commercially available starting materials. The target compounds were prepared on a 50 mg 1 g scale, and their conversion nanomolar inhibitors of bacterial DNA gyrase B demonstrated for three the showcase usefulness such chemical motifs medicinal chemistry.

A series of N-substituted pyrroles having phosphorylcholine with different methylene chain lengths between pyrrole group and phosphorylcholine group were synthesized and their electropolymerizations were performed in aqueous solution. The methylene chains were trimethylene (n = 3), pentamethylene (n = 5), nonamethylene (n = 9), and undecamethylene (n = 11), for 3-(1-pyrrolyl)propyl-2-(trimethyl...