Oxidized active carbon (oAC) catalyses the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization dehydrogenation, gives access to wide range with alkyl and/or aryl substituents as demonstrated 40 examples. metal-free catalytic procedure allows heterogeneous protocol for synthesis various qu...

The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl(3) in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and t...

Irradiation of substituted 2-benzylidenecyclopentanone O-alkyl and O-acetyloximes in methanol provides a convenient synthesis of alkyl, alkoxy, hydroxy, acetoxy, amino, dimethylamino and benzo substituted annulated quinolines. para-Substituents yield 6-substituted-2,3-dihydro-1H-cyclopenta[b]quinolines with 8-substituted products being obtained from ortho-substituted starting materials. Reactio...

A series of mono- and bis-salicylaldimine ligands and their corresponding Rh(i) complexes were prepared. The compounds were characterised using standard spectroscopic techniques including NMR, IR spectroscopy and mass spectrometry. The salicylaldimine ligands and complexes were screened for antiparasitic activity against two strains of Plasmodium falciparum i.e. the NF54 CQ-sensitive and K1 CQ-...

Reaction of substituted-aniline (8) with ethyl (l-methyl-5-nitroimidazole-2- carbonyl) acetate (9) gave 4-hydroxy-2-(l-methyl-5-nitro-2-imidazolyl)- substituted-quinolines (lo), which were converted to compound 11 with phosphorus oxychloride. Substituted-2-(l-methyl-5-nitro-2-imidazo1yl)-4.- methyl-(or phenyl-) quinolines (14) were prepared through the reaction of 2- acetyl-5-nitro-1-methy...

Substituted 2, 4- diphenyl quinolines were synthesized by a multicomponent domino reaction of anilines, aldehydes and terminal aryl alkynes. The synthetic pathway involves the formation of an imine, followed by the intermolecular addition of an alkyne to the imine. This intermediate immediately undergoes ring closure and oxidative aromatization. The reaction is catalyzed by natural kaolin, a st...

The anti-cancer activity of the benzo[h]quinolines was evaluated on cultured human skin cancer (G361), lung cancer (H460), breast cancer (MCF7) and colon cancer (HCT116) cell lines. The inhibitory effect of these compounds on the cell growth was determined by the MTT assay. The compounds 3e, 3f, 3h and 3j showed potential cytotoxicity against these human cancer cell lines. Effect of active comp...

We move from benzo-fused pyrroles to benzo-fused pyridines and meet quinoline and isoquinoline. Isoquinolines will feature as benzylisoquinoline alkaloids in Chapter 51 and their synthesis will mostly be discussed there. In this section we shall concentrate on the quinolines. Quinoline forms part of the structure of quinine, the malaria remedy found in cinchona bark and known since the time of ...

The pursuit of modern sustainable chemistry has stimulated the development of innovative catalytic processes that enable chemical transformations to be performed under mild and clean conditions with high efficiency. Herein, we report that gold nanoparticles supported on TiO(2) catalyze the chemoselective hydrogenation of functionalized quinolines with H(2) under mild reaction conditions. Our re...