BITS Faculty Publications
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Item A novel and short synthesis of naturally occurring 5-(3′-indolyl)oxazoles(Wiley, 2010-08-20) Kumar, Dalip; Kumar, AnilA novel, concise, and convenient synthesis of 5-(3′-indolyl)oxazoles using relatively benign reagent [hydroxy(2,4-dinitrobenzenesulfonyloxy)iodo]benezene has been described. The advantages of this procedure include operational simplicity, good yield, and avoidance of the use of toxic metalItem Facile Synthesis, Characterization, and Fluorescence Studies of Novel Porphyrin Appended Thiazoles(Wiley, 2013-01-28) Kumar, Anil; Kumar, DalipA facile and high yielding synthesis of porphyrin appended thiazoles 5 from the reaction of 5-(4-thiocarboxamidophenyl)-10,15,20-triphenylporphyrin with α-bromo ketones has been described. The fluorescence studies of synthesized porphyrin appended thiazoles 5 in chloroform indicate that porphyrin π system is not greatly perturbed by substitution of a thiazole moiety at meso-phenyl ring even in the excited state.Item Synthesis of aza-fused isoquinolines through domino cross-aldol condensation and palladium-catalyzed intramolecular direct arylation(ACS, 2014) Kumar, Dalip; Kumar, AnilA straightforward method has been developed for the synthesis of aroyl-substituted imidazo-/benzimidazo-fused isoquinolines. The cascade reaction proceeds via a cross-aldol condensation of 2-(1H-imidazol-1-yl/benzimidazolyl-1-yl)-1-arylethanones and 2-bromobenzaldehyde followed by palladium-catalyzed intramolecular C–H functionalization. This approach offers a simple and efficient alternative one-pot protocol for the assembly of imidazo/benzimidazo[2,1-a]isoquinolines in moderate to good yields.Item 2-(3'-Indolyl)-N-arylthiazole-4-carboxamides: Synthesis and evaluation of antibacterial and anticancer activities(Elsiever, 2015-10) Kumar, Dalip; Kumar, AnilA new series of 2-(3′-indolyl)-N-arylthiazole-4-carboxamides 17a–p has been designed and synthesized. Initial reaction of readily available thioamides 15 with bromopyruvic acid under refluxing conditions produced different thiazole carboxylic acids 16 which upon coupling with arylamines by using EDCI·HCl and HOBt afforded diverse arylthiazole-4-carboxamides 17a–p in 78–87% yields. Antibacterial activity evaluation against Gram-positive and Gram-negative bacterial strains led to compounds 17i–k and 17o as potent and selectively (Gram-negative) antibacterial agents. The cytotoxicity of thiazole carboxamides 17a–p was also evaluated on a panel of human cancer cell lines. Among the tested derivatives, compounds 17i (IC50 = 8.64 μM; HEK293T) and 17l (IC50 = 3.41 μM; HeLa) were identified as the most potent analogues of the series. Preliminary mechanism of action studies of thiazole carboxamide 17i suggested that its cytotoxicity against HeLa cells involves the induction of cell death by apoptosis.Item Ytterbium(III) Triflate-Catalyzed Conversion of Carbonyl Compounds into 1,3-Oxathiolanes in Ionic Liquids(Thieme, 2004) Kumar, AnilThe reaction of carbonyl compounds with 2-mercaptoethanol to prepare 1,3-oxathiolanes has been successfully carried out in ionic liquids using ytterbium(III) triflate as a catalyst. Yields of the products are high and the catalyst can be easily recovered and reused in this reaction.Item 1-Methyl-3-butylimidazolium Decatungstate in Ionic Liquid: An Efficient Catalyst for the Oxidation of Alcohols(Thieme, 2005) Kumar, AnilAn excellent system for the selective oxidation of benzylic and secondary alcohols with hydrogen peroxide catalyzed by 1-methyl-3-butylimidazolium decatungstate in [bmim][BF4] ionic liquid is described. The catalytic system is reusable and products are obtained in excellent yield under environmentally benign conditions.Item ChemInform Abstract: An Efficient and Simple One-Pot Synthesis of β-Acetamido Ketones Catalyzed by Ytterbium Triflate in Ionic Liquid(Wiley, 2009-09) Khungar, Bharti; Kumar, AnilChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.Item A simple and facile synthesis of amidoalkyl naphthols catalyzed by Yb(OTf)3 in ionic liquids(CSP, 2009-05-23) Khungar, Bharti; Kumar, AnilAn improved, simple, and facile synthesis of amidoalkyl naphthols by employing three-component one-pot condensation reaction of β-naphthol, aromatic aldehydes, and amides in ionic liquids using ytterbium triflate as a mild Lewis acid catalyst is described. Advantageously, amidoalkyl naphthols were obtained in high yield under eco-friendly, economical, and non-corrosive conditions, and the catalyst was recycled.Item Click chemistry inspired structural modification of azole antifungal agents to synthesize novel ‘drug like’ molecules(Elsiever, 2012-12-12) Khungar, Bharti; Kumar, AnilA new class of ‘drug like’ 1,4-disubstituted-1,2,3-triazoles is synthesized using one-pot reaction of sodium azide, α-bromo ketones, and alkynes in PEG-400/water (1:1, v/v) under the click chemistry reaction condition followed by reduction of keto group and alkylation. The method is simple, efficient and gives good yield of novel 1,2,3-triazole derivatives.Item Synthesis, characterization and microbiocidal studies of novel ionic liquid tagged Schiff bases(Elsiever, 2012-08) Khungar, Bharti; Kumar, Anil; Panwar, JitendraThe synthesis of novel imidazolium ionic liquid, tagged Schiff, has been described. The synthesis was achieved in three steps from 2,4-dihydroxybenzaldehyde by selective alkylation with 1,3-dibromopropane, followed by reaction with 1-methylimidazole and Schiff base formation with aromatic amines. The compounds were evaluated for antibacterial and antifungal activities. The ionic liquid tagged Schiff base 4a showed the inhibition of both Gram positive and Gram negative bacteria. It also showed broad spectrum antifungal activity against all four tested fungi; however, 4f showed highest antifungal activity against A. niger.