Jitender M. Khurana

Rapid Synthesis of Polyfunctionalized Pyrano[2,3-c]pyrazoles via Multicomponent Condensation in Room-Temperature Ionic Liquids

A highly efficient synthesis of 4H-pyrano[2,3-c]pyrazoles has been completed using four-component cyclocondensation of hydrazine monohydrate/phenyl hydrazine, ethyl acetoacetate, aldehydes, and malononitrile in the presence of L-proline and room-temperature ionic liquids.

An expedient four-component domino protocol for the synthesis of novel benzo[a]phenazine annulated heterocycles and their photophysical studies

A new one pot two-step domino protocol for the efficient synthesis of novel fluorescent benzo[a]phenazine fused derivatives has been developed. The synthesis was achieved by reacting 2-hydroxynaphthalene-1,4-dione, ortho-phenylenediamines, aromatic aldehydes and cyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of p-TSA in PEG-400 at 70 °C. The structural assignment has been unambiguously confirmed by X-ray analysis. The present finding provides an efficient and promising synthetic strategy for the synthesis of libraries with functional group diversity.

Ultrasound promoted one pot synthesis of novel fluorescent triazolyl spirocyclic oxindoles using DBU based task specific ionic liquids and their antimicrobial activity.

Spirocyclic oxindoles and triazolyl derivatives posses remarkable biological activities. In present work, we have described an efficient one pot four-component domino reaction of 1-(prop-2-ynyl)indoline-2,3-dione, cyclic 1,3-diketones, malononitrile and various aryl azides in DBU based ionic liquids [DBU-H]OAc and [DBU-Bu]OH under ultrasonic irradiation for the construction of heterocycles, comprising spiro-oxindole, 2-amino-4H-pyran, and 1,2,3-triazoles substructures. The antimicrobial activity of all compounds has been investigated against six microbial strains. All compounds showed good antimicrobial activity. All newly synthesized compounds exhibit fluorescence in methanol with large stoke shift.

RAPID REDUCTION OF NITRILES TO PRIMARY AMINES WITH NICKEL BORIDE AT AMBIENT TEMPERATURE[1]

ABSTRACT Reduction of a variety of nitriles to their corresponding primary amines can be achieved with nickel boride generated in situ in dry ethanol at ambient temperature. The reductions are very rapid and chemoselective.

Deoxygenation of sulfoxides and selenoxides with nickel boride

Abstract The deoxygenations of a variety of acyclic sulfoxides and selenoxides have been reported with nickel boride in THF at 0–5°C in nearly quantitative yields. The deoxygenations are proposed to proceed by an oxidative-addition and reductive-elimination mechanism.

Efficient and green synthesis of 4H-pyrans and 4H-pyrano[2,3-c] pyrazoles catalyzed by task-specific ionic liquid [bmim]OH under solvent-free conditions

Abstract A facile and convenient procedure for the synthesis of 4H-pyrans from aldehydes, malononitrile, and ethyl acetoacetate/acetylacetone and also synthesis of 4H-pyrano[2,3-c]pyrazoles from three-component condensation of aldehydes, malononitrile, and pyrazolone or four-component condensation of aldehydes, malononitrile, ethyl acetoacetate, and hydrazine monohydrate using [bmim]OH as task-specific ionic liquid has been described. The protocol proves to be efficient and environmentally benign in terms of high yields, low reaction times, ease of recovery, and reusability of reaction medium.

Synthesis, antimicrobial evaluation and QSAR analysis of novel nalidixic acid based 1,2,4-triazole derivatives

Novel nalidixic acid based 1,2,4-triazole derivatives were synthesized and characterized using spectral techniques like (1)H NMR, (13)C NMR, IR and mass spectrometry. All these compounds were screened for antimicrobial activity against five bacteria and two pathogenic fungi. Most of these compounds showed better antimicrobial activity than the parent compound, 4-amino-5-mercapto-1,2,4-triazole. Among all the screened compounds, 3-{6-(2-chlorophenyl)-1,2,4-triazolo [3,4-b] [1,3,4]thiadiazol-3-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one (23) was emerged as promising antimicrobial agent (MIC = 16 μg/mL). Quantitative structure activity relationship (QSAR) analysis was carried out using various distance-based topological indices, steric and hydrophobic parameters. Based on the QSAR analysis it is indicative that lipophilic and steric parameters are the pre-requisites for these molecules to act as potent antimicrobial agents.

A novel method of synthesis of 1,2-diketones from 1,2-diols using N-bromosuccinimide

Abstract A simple and convenient procedure is reported for the synthesis of benzils and aliphatic 1,2-diketones of cyclic and open chain compounds from corresponding hydrobenzoins and 1,2-diols by refluxing with N -bromosuccinimide in carbon tetrachloride in presence or absence of pyridine.

One-Pot Synthesis of Biologically Important Spiro-2-amino-4H-pyrans, Spiroacenaphthylenes, and Spirooxindoles Using DBU as a Green and Recyclable Catalyst in Aqueous Medium

Abstract We have reported DBU-catalyzed one-pot synthesis of biologically and pharmacologically important spiropyrans from condensation of malononitrile/ethyl cyanoacetate, 1,3-dicarbonyl compounds, and ninhydrin/acenaphthequinone/istain in good yields. This new protocol employing DBU, which is a green, recyclable, and inexpensive catalyst, offers advantages such as mild reaction conditions, short reaction times, and easy isolation of products. The structures have been confirmed by x-ray analysis. [Supplementary materials are available for this article. Go to the publishers online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.] GRAPHICAL ABSTRACT

CHEMOSELECTIVE ALKYLATION OF THIOLS : A DETAILED INVESTIGATION OF REACTIONS OF THIOLS WITH HALIDES

Abstract Arylthiols, aralkylthiols and alkane thiols can be readily alkylated by alkyl/aralkyl halides in presence of K2CO3DMF to yield unsymmetrical sulphides in nearly quantitative yields. 2-Mercaptoethanol gave the thioether chemoselectively.