Publications (8)13.87 Total impact
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Article: Transition metal mediated construction of pyrrole ring on 2,3-dihydroquinolin-4(1H)-one: synthesis and pharmacological evaluation of novel tricyclic heteroarenes.
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ABSTRACT: A facile two-step method for the construction of fused pyrrole ring leading to 5-substituted 2,3-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-1-ones via C-C followed by intramolecular C-N bond forming reaction is described. In vitro pharmacological evaluation and molecular modelling studies of some of the compounds synthesized are presented.Organic & Biomolecular Chemistry 02/2011; 9(4):1004-7. · 3.70 Impact Factor -
Article: Pd/C-mediated dual CC bond forming reaction in water: synthesis of 2, 4-dialkynylquinoline
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ABSTRACT: Pd/C catalisa a reação de acoplamento entre 2,4-diiodoquinolina e alquinos terminais em água, proporcionando uma síntese prática, de uma etapa, de 2,4-dialquinilquinolinas. Uma série de derivados de quinolinas relacionadas foi preparada em bons a excelentes rendimentos, usando esta metodologia baseada em água. O uso de outros catalisadores de paládio e solventes foi examinado e o mecanismo de reação discutido. Pd/C facilitated dual C-C bond forming reaction between 2,4-diiodoquinoline and terminal alkynes in water providing a practical and one-step synthesis of 2,4-dialkynylquinolines. A number of related quinoline derivatives were prepared in good to excellent yields using this water-based methodology. The use of other palladium catalysts and solvents was examined and the mechanism of the reaction has been discussed.Article J. Braz. Chem. Soc. 01/2010; 21:1681-1687. -
Article: Identification, isolation and characterization of new impurity in rabeprazole sodium.
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ABSTRACT: Rabeprazole sodium [1] is a proton pump inhibitor, used as an antiulcerative. During the manufacturing of rabeprazole sodium, we observed an unknown impurity at levels 0.05-0.1% in HPLC analysis along with the known potential impurities. This new unknown impurity was isolated using preparative liquid chromatography. Based on the complete spectral analysis ((1)H NMR, (13)C NMR, DEPT, Mass and IR), this new impurity was designated as 2-[[(3-methyl-4-(methylthio)-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole (methylthio impurity of rabeprazole). Impurity isolation, structure elucidation and probable formation mechanism was discussed.Journal of pharmaceutical and biomedical analysis 01/2010; 52(4):620-4. · 2.45 Impact Factor -
Article: Pd/C-mediated synthesis of indoles in water.
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ABSTRACT: We describe the utility of a Pd/C-Cu mediated method in the synthesis of 2,5-disubstituted indoles in water via a coupling-cyclization strategy. Further application of this methodology has been demonstrated in the preparation of a target indole derivative via a 7-step process the key step being the Pd/C-mediated coupling reaction.Beilstein Journal of Organic Chemistry 01/2009; 5:46. · 2.52 Impact Factor -
Article: Regioselective alkynylation followed by Suzuki coupling of 2,4-dichloroquinoline: synthesis of 2-alkynyl-4-arylquinolines.
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ABSTRACT: A two step synthesis of 2-alkynyl-4-arylquinolines has been accomplished via Pd/C-mediated regioselective C-2 alkynylation of 2,4-dichloroquinoline in water followed by Suzuki coupling at C-4 of the resulting 4-chloro derivative.Beilstein Journal of Organic Chemistry 01/2009; 5:32. · 2.52 Impact Factor -
Article: Synthesis of 2-alkynylquinolines from 2-chloro and 2,4-dichloroquinoline via Pd/C-catalyzed coupling reaction in water
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ABSTRACT: The Pd/C–CuI–PPh3 catalyst system facilitated Sonogashira coupling of 2-chloroquinoline and 2,4-dichloroquinoline with terminal alkynes in water without generating any significant side products. A variety of 2-alkynylquinolines were prepared from 2-chloroquinoline in good to excellent yields and the 2,4-dichloroquinoline afforded monosubstituted product i.e., 2-alkynyl-4-chloro quinoline with high regioselectivity. The methodology was found to be effective for the alkynylation of 1-chloroisoquinoline and 3-methyl-2-chloroquinoline.Graphical abstractTetrahedron. 64:7143-7150. -
Article: A highly effective synthesis of 2-alkynyl-7-azaindoles: Pd/C-mediated alkynylation of heteroaryl halides in water
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ABSTRACT: The reaction of 4-chloro-2-iodo-7-azaindole with terminal alkynes was investigated using 10% Pd/C–PPh3–CuI as a catalyst system in water. This study afforded a new, mild and selective process for the preparation of 2-alkynyl-4-chloro-7-azaindole in good yields via C–C bond forming reaction. The resulting chloro derivative can be functionalized further via another Pd-mediated C–C bond forming reaction with arylboronic acid.Graphical abstractTetrahedron. 65(25):4814-4819. -
Article: Pd/C–Cu in coupling-cyclization process: a general synthesis of 2-substituted 6-oxopyrrolo[3,2,1-ij]quinoline derivatives
Tetrahedron Letters 50(27):3867-3871. · 2.68 Impact Factor