The title compound was prepared by the reaction of di(2,4,6-trichlorobenzyl) stannic chloride with quinoline-2-formate and characterized with elemental analysis, ^1H NMR, IR and X-ray diffraction methods. It crystal...The title compound was prepared by the reaction of di(2,4,6-trichlorobenzyl) stannic chloride with quinoline-2-formate and characterized with elemental analysis, ^1H NMR, IR and X-ray diffraction methods. It crystallizes in monoclinic, space group P21/n with a = 1.3138(3), b = 1.8756(4), c = 1.4599(3) nm, β = 92.731(3)°, V = 3.5933(12) nm^3, Z = 4, Dc = 1.795 g/cm^3, μ(MoKa) = 1.425 mm^-1, F(000) = 1920, R = 0.0778, wR = 0.2286 (for Ⅰ〉 2σ(Ⅰ)) and R = 0.0932, wR = 0.2415 (for all data). The independent reflections were 6359, among which 5030 were observed (Ⅰ〉 2σ(Ⅰ)) and used in the succeeding refinement. Structural analysis indicates that Sn is in a distorted octahedral coordination environment, and a three-dimensional network could be observed via intermolecular hydrogen bonds. Finally, the stability, frontier orbital composition and energy of the title compound were discussed with Lanl2dz basis set and G98W program.展开更多
Di(o-cyanobenzyl)tin bis(quinoline-2-carboxylate) was synthesized by the reaction of tri(o-cyanobenzyl)tin chloride with quinoline-2-carboxylic acid. The molecular structure of the compound was characterized by ...Di(o-cyanobenzyl)tin bis(quinoline-2-carboxylate) was synthesized by the reaction of tri(o-cyanobenzyl)tin chloride with quinoline-2-carboxylic acid. The molecular structure of the compound was characterized by elemental analysis, IR, 1H NMR and X-ray diffraction. Crystal data for the compound: tficlinic, space group P1, a = 0.80734(7), b = 1.00681(9), c = 1.04811(9) nm, a = 81.7570(10), β = 7.7240(10),γ = 81.2850(10)°, V = 0.77581(12) nm3, Z = 1, Dc = 1.488 g/cm3, μ(MoKa) = 0.870 mm^-1 and F(000) = 350. The final R= 0.0204 and wR= 0.0530 for 2677 observed reflections with I 〉2σ(I), and R = 0.0208 and wR = 0.0532 for all reflections. The molecular structure adopts a distorted octahedral geometry around the Sn atom. The title compound molecules are connected via hydrogen bonding interactions to form a 3D network structure. Quantum chemistry calculation study on the title compound has been performed by means of G98W package at the Lanl2dz basis set. The stability of the compound, orbital energies and some frontier molecular orbital composition characteristics have also been investigated.展开更多
A series of 6-fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]quinoline-2-carboxamide derivatives was designed based on the bioisosterism and combination principle in drug design. The target compounds were synthesized fr...A series of 6-fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]quinoline-2-carboxamide derivatives was designed based on the bioisosterism and combination principle in drug design. The target compounds were synthesized from substituted aniline through Michael addition, cyclization, Mannich reaction and condensation with 4-substituted semicarbazides, and the structures were confirmed by mass spectrometry(MS) and 1H NMR. The antifungal assay was carried out in vitro by two-fold dilution. The result shows that all the compounds are of antifungal activities against the tested fungi at different levels.展开更多
A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxyla...A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxylate, and a-ketoesters. The present protocol provides a convenient and attractive approach to various quinoline-2,4-carboxylates in moderate to good yields with excellent functional group tolerance.展开更多
l-Benzoxepino(3, 4-b)quinolin-l3(6H)-one and its halogen,alkyl, alkoxy derivatives Va'-d' and 1-benzothiepino(3,4-b}-quinolin- 13 ( 6H)-one Vf, and its alkyl derivatives Vg, weresynthesized through cyclization...l-Benzoxepino(3, 4-b)quinolin-l3(6H)-one and its halogen,alkyl, alkoxy derivatives Va'-d' and 1-benzothiepino(3,4-b}-quinolin- 13 ( 6H)-one Vf, and its alkyl derivatives Vg, weresynthesized through cyclization of 2-(substituted phenoxymethyl)-3-quinolinecarboxylic acids Va-d and 2-[ (un)substituted phen-ylthiomethyll-3-quinolinecarboxylic acids IVf-g in the presence ofpolyphosphoric acid.The acids IV were obtained from the corresponding ethyl-esters @ whcih were prepared through refluxing ethyl 2-bromo-methyl-3-quinolinecarboxylate(1) with substituted phenol or (un)substituted thiophenol in the presence of NaOEt.The compound Vg, was allowed to react with NBS, KaBH4, NH2OH-HCl to give compounds VII , VIII, and IX, respectively.The structures of 24 new compounds have been confirmed by elemental analysis, IR and 1H NMR.展开更多
A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions o...A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries.展开更多
The recent development of microwave-assisted aqueous synthesis of polyheterocyclic-fused quinoline-2-thiones through 6π-electrocyclization was highlighted.
基金Supported by the Key Foundation of Educational Department of Hunan Province (06A009)the Construct Program of the Key Discipline in Hunan Province+1 种基金the Science and Technology Project of Hunan Province (2008FJ3026)Hengyang Bureau of Science & Technology (06kj17)
文摘The title compound was prepared by the reaction of di(2,4,6-trichlorobenzyl) stannic chloride with quinoline-2-formate and characterized with elemental analysis, ^1H NMR, IR and X-ray diffraction methods. It crystallizes in monoclinic, space group P21/n with a = 1.3138(3), b = 1.8756(4), c = 1.4599(3) nm, β = 92.731(3)°, V = 3.5933(12) nm^3, Z = 4, Dc = 1.795 g/cm^3, μ(MoKa) = 1.425 mm^-1, F(000) = 1920, R = 0.0778, wR = 0.2286 (for Ⅰ〉 2σ(Ⅰ)) and R = 0.0932, wR = 0.2415 (for all data). The independent reflections were 6359, among which 5030 were observed (Ⅰ〉 2σ(Ⅰ)) and used in the succeeding refinement. Structural analysis indicates that Sn is in a distorted octahedral coordination environment, and a three-dimensional network could be observed via intermolecular hydrogen bonds. Finally, the stability, frontier orbital composition and energy of the title compound were discussed with Lanl2dz basis set and G98W program.
基金Supported by the Key Foundation of Educational Department of Hunan Province (06A009)the Construct Program of the Key Discipline in Hunan Province and Hengyang Bureau of Science & Technology (06kj17)
文摘Di(o-cyanobenzyl)tin bis(quinoline-2-carboxylate) was synthesized by the reaction of tri(o-cyanobenzyl)tin chloride with quinoline-2-carboxylic acid. The molecular structure of the compound was characterized by elemental analysis, IR, 1H NMR and X-ray diffraction. Crystal data for the compound: tficlinic, space group P1, a = 0.80734(7), b = 1.00681(9), c = 1.04811(9) nm, a = 81.7570(10), β = 7.7240(10),γ = 81.2850(10)°, V = 0.77581(12) nm3, Z = 1, Dc = 1.488 g/cm3, μ(MoKa) = 0.870 mm^-1 and F(000) = 350. The final R= 0.0204 and wR= 0.0530 for 2677 observed reflections with I 〉2σ(I), and R = 0.0208 and wR = 0.0532 for all reflections. The molecular structure adopts a distorted octahedral geometry around the Sn atom. The title compound molecules are connected via hydrogen bonding interactions to form a 3D network structure. Quantum chemistry calculation study on the title compound has been performed by means of G98W package at the Lanl2dz basis set. The stability of the compound, orbital energies and some frontier molecular orbital composition characteristics have also been investigated.
基金Supported by the National Science and Technology Major Projects of China(No.2009ZX09301-012)
文摘A series of 6-fluoro-3,3a,4,5-tetrahydro-2H-pyrazolo[4,3-c]quinoline-2-carboxamide derivatives was designed based on the bioisosterism and combination principle in drug design. The target compounds were synthesized from substituted aniline through Michael addition, cyclization, Mannich reaction and condensation with 4-substituted semicarbazides, and the structures were confirmed by mass spectrometry(MS) and 1H NMR. The antifungal assay was carried out in vitro by two-fold dilution. The result shows that all the compounds are of antifungal activities against the tested fungi at different levels.
基金supported by the Opening Project of Key Laboratory at Universities of Education Department of Xinjiang Uygur Autonomous Region (No. 2014YSHXZD01)
文摘A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxylate, and a-ketoesters. The present protocol provides a convenient and attractive approach to various quinoline-2,4-carboxylates in moderate to good yields with excellent functional group tolerance.
文摘l-Benzoxepino(3, 4-b)quinolin-l3(6H)-one and its halogen,alkyl, alkoxy derivatives Va'-d' and 1-benzothiepino(3,4-b}-quinolin- 13 ( 6H)-one Vf, and its alkyl derivatives Vg, weresynthesized through cyclization of 2-(substituted phenoxymethyl)-3-quinolinecarboxylic acids Va-d and 2-[ (un)substituted phen-ylthiomethyll-3-quinolinecarboxylic acids IVf-g in the presence ofpolyphosphoric acid.The acids IV were obtained from the corresponding ethyl-esters @ whcih were prepared through refluxing ethyl 2-bromo-methyl-3-quinolinecarboxylate(1) with substituted phenol or (un)substituted thiophenol in the presence of NaOEt.The compound Vg, was allowed to react with NBS, KaBH4, NH2OH-HCl to give compounds VII , VIII, and IX, respectively.The structures of 24 new compounds have been confirmed by elemental analysis, IR and 1H NMR.
文摘A concise and efficient method for the synthesis of novel 9,10-imethoxybenzo[6,7]oxepino[3,4-b]quinolin13(6H)-one and its derivatives 7a-p has been developed via the intramolecular Friedel-Crafts acylation reactions of 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylic acids 6a-p with polyphosphoric acid (PPA) as catalyst and solvent under mild conditions. The key intermediates 6a-p were prepared through the in situ formation of ethyl 6,7-dimethoxy-2-(phenoxymethyl)quinoline-3-carboxylates 5a-p followed by hydrolysis with aqueous ethanolic sodium hydroxide solution. The novel synthetic method has the advantages of good yields, easy work-up, and environmentally friendly character, which may provide a novel highly efficient process for making quinoline and related azaheterocycle libraries.
文摘The recent development of microwave-assisted aqueous synthesis of polyheterocyclic-fused quinoline-2-thiones through 6π-electrocyclization was highlighted.