Acta Crystallographica Section E-structure Reports Online, Feb 28, 2013
In the title molecule, C 34 H 32 Cl 2 N 2 O 2 , the tetrahydropyridine ring adopts a distorted bo... more In the title molecule, C 34 H 32 Cl 2 N 2 O 2 , the tetrahydropyridine ring adopts a distorted boat conformation and both 4chlorophenyl substituents are in axial positions. An intramolecular N-HÁ Á ÁO hydrogen bond is formed by the amino group and carbonyl O atom. In the crystal, weak C-HÁ Á ÁCl interactions link the molecules into chains along [010]. N2-H2Á Á ÁO1 0.86 2.10 2.707 (4) 127 C9-H9AÁ Á ÁCl2 i 0.96 2.74 3.698 (4) 173 Symmetry code: (i) x; y þ 1; z.
A palladium(II)-catalyzed arylation of a γ-C(sp)-H bond of protected amino acid is explored. The ... more A palladium(II)-catalyzed arylation of a γ-C(sp)-H bond of protected amino acid is explored. The monoarylation is promoted by the commercially available, inexpensive phenanthroline ligand, and toxic silver salt is replaced by earth-abundant Mn(III)acetate. Subsequently, a hitherto unknown unsymmetrical diarylation at the γ-position is accomplished under the modified reaction conditions. Ligands have a prominent influence in both mono- and unsymmetrical diarylations.
Twenty-five piperidines were studied as potential radical scavengers and antitumor agents. Quanti... more Twenty-five piperidines were studied as potential radical scavengers and antitumor agents. Quantitative interaction of compounds with ctDNA using spectroscopic techniques was also evaluated. Our results demonstrate that the evaluated piperidines possesses different abilities to scavenge the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the anion radical superoxide (O). The piperidine was the most potent radical DPPH scavenger, while the most effective to O scavenger was piperidine . In general, U251, MCF7, NCI/ADR-RES, NCI-H460 and HT29 cells were least sensitive to the tested compounds and all compounds were considerably more toxic to the studied cancer cell lines than to the normal cell line HaCaT. The binding mode of the compounds and ctDNA was preferably via intercalation. In addition, these results were confirmed based on theoretical studies. Finally, a linear and exponential correlation between interaction constant (K) and GI for several human cancer cell was observed.
organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 sup... more organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 supplementary materials sup-1
Acta Crystallographica Section E: Structure Reports Online is the IUCr's highly popular open-acce... more Acta Crystallographica Section E: Structure Reports Online is the IUCr's highly popular open-access structural journal. It provides a simple and easily accessible publication mechanism for the growing number of inorganic, metal-organic and organic crystal structure determinations. The electronic submission, validation, refereeing and publication facilities of the journal ensure very rapid and high-quality publication, whilst key indicators and validation reports provide measures of structural reliability. The journal publishes over 4000 structures per year. The average publication time is less than one month. Crystallography Journals Online is available from journals.iucr.org Acta Cryst. (2013). E69, o506-o507 Anthal et al. • C 32 H 26 Cl 2 F 2 N 2 O 2 Ethyl 2,6-bis(4-chlorophenyl)-4-(4fluoroanilino)-1-(4-fluorophenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
A facile and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically re... more A facile and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically relevant functionalized piperidine derivatives has been developed based on cost-effective and environmentally benign Ni(ClO 4) 2 .6H 2 O catalyst via tandem reactions of β-ketoesters, aromatic aldehydes, and anilines in ethanol at room temperature. High-atom economy, good yields, eco-friendliness, mild reaction conditions, and simple experimental setup are some of the salient features of this protocol.
ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a ser... more ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting benzopyranopyrimidine and 4H-chromene derivatives has been developed on the basis of low-cost and environment-friendly sodium formate catalyst via tandem reactions of salicylic aldehydes, malononitrile, and cyclic secondary amines in ethanol at room temperature. Nature of nucleophile used in this reaction directs the course of the reaction; cyclic secondary amines result in the formation of benzopyrano[2,3-d]pyrimidines, whereas thiophenol furnish corresponding 4-thio-subtituted 4H-chromenes under the same reaction conditions. High atom-economy, good yields, eco-friendly, and mild reaction conditions are some of the important features of this protocol.
ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a ser... more ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting benzopyranopyrimidine and 4H-chromene derivatives has been developed on the basis of low-cost and environment-friendly sodium formate catalyst via tandem reactions of salicylic aldehydes, malononitrile, and cyclic secondary amines in ethanol at room temperature. Nature of nucleophile used in this reaction directs the course of the reaction; cyclic secondary amines result in the formation of benzopyrano[2,3-d]pyrimidines, whereas thiophenol furnish corresponding 4-thio-subtituted 4H-chromenes under the same reaction conditions. High atom-economy, good yields, eco-friendly, and mild reaction conditions are some of the important features of this protocol.
organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 sup... more organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 supplementary materials sup-1
Titanium dioxide has been found to be a mild and effective catalyst for the straightforward and e... more Titanium dioxide has been found to be a mild and effective catalyst for the straightforward and efficient synthesis of 2,4,5-triarylimidazoles by three-component, one-pot condensation of 1,2-diketones, aryl aldehydes and ammonium acetate under solvent-free conditions. The operational simplicity, good yield of products, and the use of non-toxic, inexpensive and recyclable heterogeneous catalyst makes this environmentally benign three-component one-pot cyclo-condensation reaction as an attractive method.
ABSTRACT An efficient and straightforward L-proline catalyzed one-pot synthesis of a series of bi... more ABSTRACT An efficient and straightforward L-proline catalyzed one-pot synthesis of a series of biologically relevant gem-(b-dicarbonyl)arylmethanes has been developed via a three-component reaction between indoles, aldehydes and C–H activated acids by grinding them together under solvent-free conditions at room temperature. Mild reaction conditions, high atom-economy, good yields, and eco-friendliness are some of the salient features of the present protocol.
A simple, straightforward, and highly efficient diastereoselective multicomponent one-pot synthes... more A simple, straightforward, and highly efficient diastereoselective multicomponent one-pot synthesis of a series of pharmaceutically interesting functionalized piperidine derivatives has been developed based on a low-cost and environmentally benign Bi(NO 3) 3 Á5H 2 O catalyst via tandem reactions of 1,3-dicarbonyl compounds, aromatic aldehydes, and various amines in ethanol at room temperature. High atom-economy, good yields, eco-friendliness, and mild reaction conditions are some of the important features of this protocol.
Acta Crystallographica Section E-structure Reports Online, Feb 28, 2013
In the title molecule, C 34 H 32 Cl 2 N 2 O 2 , the tetrahydropyridine ring adopts a distorted bo... more In the title molecule, C 34 H 32 Cl 2 N 2 O 2 , the tetrahydropyridine ring adopts a distorted boat conformation and both 4chlorophenyl substituents are in axial positions. An intramolecular N-HÁ Á ÁO hydrogen bond is formed by the amino group and carbonyl O atom. In the crystal, weak C-HÁ Á ÁCl interactions link the molecules into chains along [010]. N2-H2Á Á ÁO1 0.86 2.10 2.707 (4) 127 C9-H9AÁ Á ÁCl2 i 0.96 2.74 3.698 (4) 173 Symmetry code: (i) x; y þ 1; z.
A palladium(II)-catalyzed arylation of a γ-C(sp)-H bond of protected amino acid is explored. The ... more A palladium(II)-catalyzed arylation of a γ-C(sp)-H bond of protected amino acid is explored. The monoarylation is promoted by the commercially available, inexpensive phenanthroline ligand, and toxic silver salt is replaced by earth-abundant Mn(III)acetate. Subsequently, a hitherto unknown unsymmetrical diarylation at the γ-position is accomplished under the modified reaction conditions. Ligands have a prominent influence in both mono- and unsymmetrical diarylations.
Twenty-five piperidines were studied as potential radical scavengers and antitumor agents. Quanti... more Twenty-five piperidines were studied as potential radical scavengers and antitumor agents. Quantitative interaction of compounds with ctDNA using spectroscopic techniques was also evaluated. Our results demonstrate that the evaluated piperidines possesses different abilities to scavenge the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the anion radical superoxide (O). The piperidine was the most potent radical DPPH scavenger, while the most effective to O scavenger was piperidine . In general, U251, MCF7, NCI/ADR-RES, NCI-H460 and HT29 cells were least sensitive to the tested compounds and all compounds were considerably more toxic to the studied cancer cell lines than to the normal cell line HaCaT. The binding mode of the compounds and ctDNA was preferably via intercalation. In addition, these results were confirmed based on theoretical studies. Finally, a linear and exponential correlation between interaction constant (K) and GI for several human cancer cell was observed.
organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 sup... more organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 supplementary materials sup-1
Acta Crystallographica Section E: Structure Reports Online is the IUCr's highly popular open-acce... more Acta Crystallographica Section E: Structure Reports Online is the IUCr's highly popular open-access structural journal. It provides a simple and easily accessible publication mechanism for the growing number of inorganic, metal-organic and organic crystal structure determinations. The electronic submission, validation, refereeing and publication facilities of the journal ensure very rapid and high-quality publication, whilst key indicators and validation reports provide measures of structural reliability. The journal publishes over 4000 structures per year. The average publication time is less than one month. Crystallography Journals Online is available from journals.iucr.org Acta Cryst. (2013). E69, o506-o507 Anthal et al. • C 32 H 26 Cl 2 F 2 N 2 O 2 Ethyl 2,6-bis(4-chlorophenyl)-4-(4fluoroanilino)-1-(4-fluorophenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
A facile and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically re... more A facile and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically relevant functionalized piperidine derivatives has been developed based on cost-effective and environmentally benign Ni(ClO 4) 2 .6H 2 O catalyst via tandem reactions of β-ketoesters, aromatic aldehydes, and anilines in ethanol at room temperature. High-atom economy, good yields, eco-friendliness, mild reaction conditions, and simple experimental setup are some of the salient features of this protocol.
ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a ser... more ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting benzopyranopyrimidine and 4H-chromene derivatives has been developed on the basis of low-cost and environment-friendly sodium formate catalyst via tandem reactions of salicylic aldehydes, malononitrile, and cyclic secondary amines in ethanol at room temperature. Nature of nucleophile used in this reaction directs the course of the reaction; cyclic secondary amines result in the formation of benzopyrano[2,3-d]pyrimidines, whereas thiophenol furnish corresponding 4-thio-subtituted 4H-chromenes under the same reaction conditions. High atom-economy, good yields, eco-friendly, and mild reaction conditions are some of the important features of this protocol.
ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a ser... more ABSTRACT A simple, straightforward and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting benzopyranopyrimidine and 4H-chromene derivatives has been developed on the basis of low-cost and environment-friendly sodium formate catalyst via tandem reactions of salicylic aldehydes, malononitrile, and cyclic secondary amines in ethanol at room temperature. Nature of nucleophile used in this reaction directs the course of the reaction; cyclic secondary amines result in the formation of benzopyrano[2,3-d]pyrimidines, whereas thiophenol furnish corresponding 4-thio-subtituted 4H-chromenes under the same reaction conditions. High atom-economy, good yields, eco-friendly, and mild reaction conditions are some of the important features of this protocol.
organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 sup... more organic compounds o300 Anthal et al. C 32 H 28 F 2 N 2 O 2 Acta Cryst. (2013). E69, o299-o300 supplementary materials sup-1
Titanium dioxide has been found to be a mild and effective catalyst for the straightforward and e... more Titanium dioxide has been found to be a mild and effective catalyst for the straightforward and efficient synthesis of 2,4,5-triarylimidazoles by three-component, one-pot condensation of 1,2-diketones, aryl aldehydes and ammonium acetate under solvent-free conditions. The operational simplicity, good yield of products, and the use of non-toxic, inexpensive and recyclable heterogeneous catalyst makes this environmentally benign three-component one-pot cyclo-condensation reaction as an attractive method.
ABSTRACT An efficient and straightforward L-proline catalyzed one-pot synthesis of a series of bi... more ABSTRACT An efficient and straightforward L-proline catalyzed one-pot synthesis of a series of biologically relevant gem-(b-dicarbonyl)arylmethanes has been developed via a three-component reaction between indoles, aldehydes and C–H activated acids by grinding them together under solvent-free conditions at room temperature. Mild reaction conditions, high atom-economy, good yields, and eco-friendliness are some of the salient features of the present protocol.
A simple, straightforward, and highly efficient diastereoselective multicomponent one-pot synthes... more A simple, straightforward, and highly efficient diastereoselective multicomponent one-pot synthesis of a series of pharmaceutically interesting functionalized piperidine derivatives has been developed based on a low-cost and environmentally benign Bi(NO 3) 3 Á5H 2 O catalyst via tandem reactions of 1,3-dicarbonyl compounds, aromatic aldehydes, and various amines in ethanol at room temperature. High atom-economy, good yields, eco-friendliness, and mild reaction conditions are some of the important features of this protocol.
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