A versatile new synthesis of quinolines, thienopyridines and related fused pyridines

Meth‐Cohn, Otto; Narine, Bramha

doi:10.1016/s0040-4039(01)94745-8

Cited by 138 publications

(49 citation statements)

References 5 publications

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“…The preparation of 2-hydroxy-3-formylquinoline (Meth-Cohn and Narine, 1978), salicyloylhydrazide (Vogel, 1968), and 2-hydrazinobenzothiazole (Revankar et al, 1990) were prepared according to the reported methods. The metal salts used were in the hydrated form.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, characterization, antibiogram and DNA binding studies of novel Co(II), Ni(II), Cu(II), and Zn(II) complexes of Schiff base ligands with quinoline core

et al. 2010

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A series of Co(II), Ni(II), Cu(II), and Zn(II) complexes of Schiff base ligands L 1 H 3 and L 2 H have been prepared. The ligands are synthesized by the condensation of 2-hydroxy-3-formylquinoline with salicyloylhydrazide and 2-hydrazinobenzothiazole in absolute ethanol. The prepared complexes were characterized by the analytical and spectral techniques. The stoichiometry of the complexes is found to be 1:1. The presence of coordinated and lattice water is confirmed by the TG and DTA studies. Subsequently all the prepared complexes were screened for antimicrobial activity against bacteria and fungi. The Cu(II) complexes have been found to be more active than the ligand. In addition the DNA binding/cleaving capacity of the compounds was analyzed by absorption spectroscopy, viscosity measurement, thermal denaturation, and gel electrophoresis methods.

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Section: Methodsmentioning

confidence: 99%

Synthesis, characterization, antibiogram and DNA binding studies of novel Co(II), Ni(II), Cu(II), and Zn(II) complexes of Schiff base ligands with quinoline core

et al. 2010

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“…The 2-chloroquinoline-3-carbaldehydes 2 were synthesized from acetanilides 1 (Scheme 1) with the excess of Vilsmeier complex by O. Meth-Cohn method 12 . The key intermediates are 2-chloroquinoline-3-carboxylic acids 3, which were obtained by means of oxidation with silver nitrate in alkaline medium 13 .…”

Section: Chemistrymentioning

confidence: 99%

Design, synthesis and evaluation of 3-quinoline carboxylic acids as new inhibitors of protein kinase CK2

Syniugin

Ostrynska

Chekanov

et al. 2016

Journal of Enzyme Inhibition and Medicinal Chemistry

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In this article, the derivatives of 3-quinoline carboxylic acid were studied as inhibitors of protein kinase CK2. Forty-three new compounds were synthesized. Among them 22 compounds inhibiting CK2 with IC 50 in the range from 0.65 to 18.2 mM were identified. The most active inhibitors were found among tetrazolo-quinoline-4-carboxylic acid and 2-aminoquinoline-3-carboxylic acid derivatives. KeywordsInhibitor, protein kinase CK2, tetrazolo[1,5-a]quinoline-4-carboxylic acid, 2-aminoquinoline-3-carboxylic acid, 2-chloroquinoline-3-carboxylic acid, 2-oxo-1,2-dihydroquinoline-3-carboxylic acid, 5-oxo-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxylic acid History

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“…[9] The synthesis of functionalized quinolines by the "Vilsmeier approach" has been explored through the study of the reaction of enamines, [10] N-arylacetamides (Scheme 1) [11] or α-oxo ketene N,S-acetals [12] with Vilsmeier reagents. Recently, Katritzky and Arend reported a highly regioselective one-pot synthesis of 2,3-dialkyl/fused quinolines by cyclocondensation of imines with a novel Vilsmeier reagent derived from N-(trimethylsilyl)benzotriazole, DMF and SOCl 2 .…”

Section: Introductionmentioning

confidence: 99%

A Facile and Efficient One‐Pot Synthesis of Substituted Quinolines from α‐Arylamino Ketones Under Vilsmeier Conditions

et al. 2009

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A versatile new synthesis of quinolines, thienopyridines and related fused pyridines

Cited by 138 publications

References 5 publications

Synthesis, characterization, antibiogram and DNA binding studies of novel Co(II), Ni(II), Cu(II), and Zn(II) complexes of Schiff base ligands with quinoline core

Synthesis, characterization, antibiogram and DNA binding studies of novel Co(II), Ni(II), Cu(II), and Zn(II) complexes of Schiff base ligands with quinoline core

Design, synthesis and evaluation of 3-quinoline carboxylic acids as new inhibitors of protein kinase CK2

A Facile and Efficient One‐Pot Synthesis of Substituted Quinolines from α‐Arylamino Ketones Under Vilsmeier Conditions

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