59838-67-4Relevant academic research and scientific papers
Nitrogen-containing heterocycles based on tetracarbonyl compounds and their analogs. 2. Reactions of 2-(4,4-dimethyl-2,6-dioxocyclohexyl)-4-oxo-4-phenylbutanoic acid with N-nucleophiles
Andin,Kaminski,Dubovitskii
, p. 1111 - 1113 (2001)
The adduct of dimedone and β-benzoylacrylic acid is shown to form quinoline derivatives in reactions with primary amines.
An unorthodox metal-free synthesis of dihydro-6: H-quinoline-5-ones in ethanol/water using a non-nucleophilic base and their cytotoxic studies on human cancer cell line
Bhattacharyya, Bhaswati,Dhara, Kaliprasanna,Kundu, Arijit,Kundu, Rita,Majumder, Indira,Paul, Subhabrata
, p. 4898 - 4906 (2020/04/03)
A DBU-catalysed metal-free domino reaction strategy has been developed for the facile synthesis of dihydro-6H-quinoline-5-ones. This protocol employs a very expedient route to the synthesis of pyridine frameworks using β-chloro-α,β-unsaturated aldehydes, 1,3-diketones, and ammonium acetate in ethanol : water (1 : 1) solvent under eco-friendly conditions. Diverse types of acyclic and cyclic β-chloro-α,β-unsaturated aldehydes were used to obtain a variety of dihydro-6H-quinoline-5-ones. The mechanism of the domino reaction was established by isolating the intermediate compound, which was subjected to the next step of the reaction to obtain the target product. The structure of the intermediate was established from spectral and single crystal XRD studies. Most of the synthesized dihydro-6H-quinoline-5-one derivatives were found to be cytotoxic to the HeLa cell lines, showing profound cytotoxicity in MTT assays. The DNA fragmentation assay showed no fragmented DNA in the treated sets, which indicated that the compounds did not induce apoptosis of the HeLa cells. In most of the cases, autophagic cell death was evident from fluorescence microscopy studies, though necrosis was also observed in some cases.
Synthesis, in vitro, and in vivo (Zebra fish) antitubercular activity of 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides
Kantevari, Srinivas,Krishna, Vagolu Siva,Marvadi, Sandeep kumar,Sridhar, Balasubramanian,Srilakshmi Reshma, Rudraraju,Sriram, Dharmarajan,Surineni, Goverdhan
, (2020/02/04)
We, herein, describe the synthesis of a series of novel aryl tethered 7,8-dihydroquinolin-5(6H)-ylidenehydrazinecarbothioamides 4a–v, which showed in vitro and in vivo antimycobacterial activity against Mycobacterium tuberculosis (Mtb) H37Rv. The intermed
Synthesis and biological activity of 2′, 3′-iso-aryl-abscisic acid analogs
Wan, Chuan,Wang, Mingan,Yang, Dongyan,Han, Xiaoqiang,Che, Chuanliang,Ding, Shanshan,Xiao, Yumei,Qin, Zhaohai
, (2018/01/17)
2′, 3′-iso-Benzoabscisic acid (iso-PhABA), an excellent selective abscisic acid (ABA) analog, was developed in our previous work. In order to find its more structure-activity information, some structural modifications were completed in this paper, includi
Pd-catalyzed site selective C-H acetoxylation of aryl/heteroaryl/thiophenyl tethered dihydroquinolinones
Patpi, Santhosh Reddy,Sridhar, Balasubramanian,Tadikamalla, Prabhakar Rao,Kantevari, Srinivas
, p. 10251 - 10261 (2013/09/02)
Described herein is an efficient protocol for the site selective oxidative C-H activation/acetoxylation of a series of 2-aryl/heteroaryl/thiophenyl tethered dihydroquinolinones using palladium acetate as the catalyst and iodobenzene diacetate as an oxidan
Synthesis and antitubercular evaluation of novel substituted aryl and thiophenyl tethered dihydro-6H-quinolin-5-ones
Kantevari, Srinivas,Patpi, Santhosh Reddy,Sridhar, Balasubramanian,Yogeeswari, Perumal,Sriram, Dharmarajan
scheme or table, p. 1214 - 1217 (2011/04/16)
A series of novel aryl and thiophenyl tethered dihydro-6H-quinolin-5-ones have been synthesized in very good yields through CeCl3· 7H2O-NaI catalyzed one-pot condensation of β-enaminones derived from the respective methyl ketones; 1,
Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz reaction
Kantevari, Srinivas,Patpi, Santhosh Reddy,Addla, Dinesh,Putapatri, Siddamal Reddy,Sridhar, Balasubramanian,Yogeeswari, Perumal,Sriram, Dharmarajan
experimental part, p. 427 - 435 (2011/09/14)
The diversity oriented synthesis of substituted pyridines and dihydro-6H-quinolin-5-ones tethered with aryls and heteroaryls was achieved in very good yields through CeCl3?7H2O-NaI catalyst via variants of the Bohlmann-Rahtz reaction
Microwave-assisted regioselective one-pot synthesis of trisubstituted pyridine scaffolds using K5CoW12O40.3H 2O under solvent free conditions
Kantevari, Srinivas,Chary, Mahankhali Venu,Vuppalapati, Srinivasu V. N.,Lingaiah
, p. 1099 - 1102 (2008/12/20)
(Chemical Equation Presented) A highly efficient, microwave-assisted, regioselective synthesis of 2,3-disubstituted-6-arylpyridines and new series of 7,7-dimethyl-2-aryl-5,6,7,8-tetrahydroquinoline-5-ones from enaminones in the presence of K5CoW12O40.3H2O (1.0 mol %) as heterogeneous catalyst under solvent free conditions is reported.
A highly efficient regioselective one-pot synthesis of 2,3,6-trisubstituted pyridines and 2,7,7-trisubstituted tetrahydroquinolin-5-ones using K5CoW12O40·3H2O as a heterogeneous recyclable catalyst
Kantevari, Srinivas,Chary, Mahankhali Venu,Vuppalapati, Srinivasu V.N.
, p. 13024 - 13031 (2008/03/14)
A systematic investigation into the regioselective one-pot, three-component condensation of enaminones 1a-g, β-dicarbonyl compounds 2a-c, and ammonium acetate in the presence of a catalytic amount of K5CoW12O40·3H2O (0.01 equiv or 1.0 mol %) under solvent free conditions, as well as in refluxing isopropanol, has been reported. The reaction was highly efficient to produce 2,3,6-trisubstituted pyridines 3a-g, 4a-g, and novel 2,7,7-trisubstituted-5,6,7,8-tetrahydroquinoline-5-ones 5a-g in excellent yields. The present procedure offers advantages of short reaction time, simple work-up, and the catalyst exhibited remarkable reusable activity.
REACTIONS OF 2-(3'-OXOALKYL)-1,3-CYCLOHEXANEDIONES WITH NITROGENOUS REAGENTS
Kazarinova, T. D.,Markova, L. I.,Kharchenko, V. G.
, p. 567 - 571 (2007/10/02)
Condensed 1,4-dihydropyridines, which do not contain a substituent in position 4 and which are formed in the reaction of 2-(3'-oxoalkyl)-1,3-cyclohexanediones with ammonium acetate in acetic acid, undergo disproportionation.Pyridine bases are formed as th
