Synthesis of quinaldines and lepidines by a Doebner–Miller reaction under thermal and microwave irradiation conditions using phosphotungstic acid

Sivaprasad, Ganesabaskaran; Rengasamy, Rajesh; Perumal, Paramasivan T.

doi:10.1016/j.tetlet.2006.01.034

Cited by 37 publications

(23 citation statements)

References 28 publications

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“…It has been reported that quinoline derivatives serve as antagonists (Bennacef et al, 2007), analgesic agents (Gopalsamy & Pallai, 1997), 5HT3 antagonists (Anzini et al, 1995 and structural subunits of natural products (Sivaprasad et al, 2006). Among the compounds of a quinoline series, Atophan and its derivatives have shown a variety of biological effects (Muscia et al, 2008;Wang et al, 2009).…”

Section: Structure Descriptionmentioning

confidence: 99%

(E)-N′-Benzylidene-2-phenylquinoline-4-carbohydrazide

et al. 2016

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In the title compound, C23H17N3O, there is a short intramolecular C—H...O contact present, and the conformation about the C=N bond is E. The phenyl and benzylidene rings make dihedral angles of 28.21 (15) and 37.65 (14)° with the mean plane of the quinoline moiety. In the crystal, molecules are linked by N—H...O and C—H...O hydrogen bonds, forming chains propagating along [001], with the O atom accepting three hydrogen bonds.

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Section: Structure Descriptionmentioning

confidence: 99%

(E)-N′-Benzylidene-2-phenylquinoline-4-carbohydrazide

et al. 2016

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“…More recently, the preparation of quinaldines and lepidines by Döbner-Miller reaction under thermal and microwave irradiation (MW) conditions using phosphotungstic acid was reported [8].…”

Section: Introductionmentioning

confidence: 99%

Microwave‐assisted döbner synthesis of 2‐phenylquinoline‐4‐carboxylic acids and their antiparasitic activities

Muscia

Carnevale

Bollini

et al. 2008

Journal of Heterocyclic Chem

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A series of twelve substituted 2‐phenylquinoline‐4‐carboxylic acids analogous to antimalarial and antileishmanial natural products was developed via the Döbner reaction employing microwave irradiation (MW). The products were obtained in moderate yields in 0.5‐3 minutes and nine of them were evaluated in vitro against the parasites responsible for malaria, leishmaniasis and trypanosomiasis diseases (WHO, Switzerland). Four compounds exhibited activity against Trypanosoma cruzi and another two resulted active against Plasmodium falciparum and Leishmania infantum, respectively.

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“…It has been reported that quinoline derivatives widely served as antagonists [1], analgesic agents [2], 5HT 3 [3], NK-3 receptors [4], and structural subunits of natural products [5,6]. Quinoline-4-carboxylic acids are one of the most important series of quinoline derivatives because they have a variety of medicinal effects and are applied as active components in industrial antioxidants [7].…”

Section: Introductionmentioning

confidence: 99%