2-Oxo-4-phenyl-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (10) reacted with hydrazine hydrate, phenylisothiocyanate or benzoyl chloride to give derivatives 12, 13 and 15, respectively. The latter two products were treated with hydrazine hydrate to afford pyrozole[3,4-b]quinolines derivatives 14 and 16, respectively. Compound 10 also reacted with acetonitrile dimer or malononitrile dimer to y...

0957-4166/$ see front matter 2010 Elsevier Ltd. A doi:10.1016/j.tetasy.2010.03.053 * Corresponding author. Tel.: +44 24 7652 3260; fa E-mail address: [email protected] (M. Wills) The first report of an asymmetric transfer hydrogenation, in formic acid/triethylamine, of quinolines is described. Using a Ru(II) catalyst containing a 4-carbon tether, products of up to 73% ee were formed, whilst...

2-Alkyl-1-alkylthioisoquinolinium salts were readily prepared from 2-alkyl-1(2H)-isoquinolones via 2-alkyl1(2H)-thioisoquinolones in two steps. Under mild conditions, the reaction of 2-alkyl-1-alkylthioisoquinolinium salts with active methylene compounds in the presence of sodium hydride afforded 2-alkyl-1-(substituted methylene)iso-quinolines in good yields. Pyrrolo[2,1-a]isoquinolines were sy...

vilsmeier several diamide derivatives containing 2-chloroquinoline scaffolds were synthesized via ugi reaction of 2-chloroquinoline-3-carboxaldehydes, amines, carboxylic acids and isocyanides. the diversity of these quinolinyl ugi-adducts was increased by using 2-chloroquinoline-3-carboxylic acids as a source of acid. among them, compounds 2d, 2n, 2p, 4a, 4c and 4e displayed moderate to good an...

A novel series of N-substituted 4-ureido-5,7-dichloro-quinolines were synthesized to contain pharmacophores directed at voltage-sensitive sodium channels (VSNaCs) and N-methyl-D-aspartate (NMDA) receptors. These compounds were shown to act in a use-dependent manner as antagonists of VSNaCs and to act as selective competitive antagonists at the strychnine-insensitive glycine recognition site of ...

Objective(s): In the present study,a new series of 6-methoxy-2-arylquinoline analogues was designed and synthesized as P-glycoprotein (P-gp) inhibitors using quinine and flavones as the lead compounds. Materials and Methods: The cytotoxic activity of the synthesized compounds was evaluated against two human cancer cell lines including EPG85-257RDB, multidrug-resistant gastric carcinoma cells (P...

The title compound, C(17)H(12)ClNO(2), crystallizes with two mol-ecules in the asymmetric unit. The main conformational difference between these two mol-ecules is the dihedral angle between the phenyl ring and the quinoline ring system [70.5 (1)° and 65.5 (1) Å]. The crystal packing is stabilized by N-H⋯O hydrogen bonds.

In the cation of the title compound, C(23)H(25)N(4)O(+)·PF(6) (-), the imidazolium ring make dihedral angles of 87.20 (6) and 79.89 (5)° with the pyridine ring and the quinoline system, respectively. In the crystal, C-H⋯F and C-H⋯N hydrogen bonds are observed.

In the title compound, C18H15NO2, the dihedral angle between the mean planes of the quinoline ring system and the phenyl ring is 48.1 (5)°. The mean plane of the carboxyl-ate group is twisted from the mean planes of the latter by 19.8 (8) and 64.9 (5)°, respectively. The crystal packing features weak C-H⋯O inter-actions, which form chains along [010].