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1.
Aude Fayol 《Tetrahedron》2005,61(48):11511-11519
Three-component reaction of an α-isocyanoacetamide 7, an homoallylamine 8 and an aldehyde 9 in methanol at room temperature provides oxa-bridged tricycle 4 in good to excellent yield as a mixture of two separable diastereoisomers. In this one-pot multicomponent process, one C-N, one C-O and three C-C bonds are formed with concomitant creation of five asymmetric centers and three rings. Fragmentation of epoxy-tetrahydronaphthyridine 4 affords differentially substituted 5,6,7,8-tetrahydro-1,7-naphthyridine (5, 6) depending on the reaction conditions, providing thus additional structural diversity. A one-pot three-component synthesis of 5,6,7,8-tetrahydro-1,7-naphthyridine (6) from 7, 8 and 9 is also documented. 相似文献
2.
Cyclometalated Iridium(III) and Rhodium(III) Complexes Containing Naphthyridine Ligands: Synthesis,Characterization and Biological Studies
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The synthesis, crystal structure, and biological activity of new bis‐cyclometalated compounds [M(ptpy)2(4‐chloro‐2‐methyl‐1,8‐naphthyridine)]PF6 [M = Rh ( 1 ); M = Ir ( 2 ); ptpy = 2‐(p‐tolyl)pyridinato] and [M(ptpy)2(2‐methyl‐1,8‐naphthyridine)]PF6 [M = Rh ( 3 ); M = Ir ( 4 )] are described. The new compounds were prepared by the reaction of [{M(μ‐Cl)(ptpy)2}2] (M = Rh, Ir) with the corresponding naphthyridine ligands. The molecular structures of compounds 1 , 3 , and 4 were confirmed by single‐crystal X‐ray diffraction studies. 相似文献
3.
A convenient synthis for 4‐substituted and 3,4‐disubstituted 1,7‐naphthyridine‐2(1H)‐thiones 7 has been developed. The method is based on the electrocyclic reaction of 4‐(1‐arylalk‐1‐enyl)‐3‐isothiocyanatopyridines 6 , generated in situ by the treatment of the respective isocyanides 5 with S8 in the presence of a catalytic amount of selenium. The isocyanides 5 can be easily prepared from commercially available pyridin‐3‐amine by conventional organic reactions. 相似文献
4.
Palladium-catalyzed one-pot synthesis of 1,3-disubstituted benzo[b][1,6]naphthyridines and [1,6]naphthyridines has been described from easily accessible precursors, 2-chloroquinoline-3-carbonitriles and 2-chloropyrido-3-carbonitrile via sequential additions of palladium-catalyst for Sonogashira-coupling and the following annulations in good to excellent yields. A plausible mechanism for annulation is discussed. 相似文献
5.
Shyamaprosad Goswami Nirmal Kumar Das Krishnendu Aich Debabrata Sen 《Journal of luminescence》2011,131(10):2185-2188
A new macrocyclic receptor 1 having [1,8]-naphthyridine fluorophore is designed and synthesized for selective fluorescence sensing of Cd2+. Receptor 1 selectively responds to Cd2+ over other tested metal ions via a large enhancement of emission intensity due to the cation-induced CHEF (chelation enhanced fluorescence) effect. Receptor 1 although exhibits some affinity towards Zn2+, it selectively binds Cd2+ over Zn2+. Binding and selectivity were examined by 1H-NMR, fluorescence, UV-vis, mass and IR-spectroscopic techniques. 相似文献
6.
An efficient base-free one-pot synthesis of 1,2-dihydrobenzo[b][1,8]naphthyridines from BH acetates of 2-chloro-3-formylquinolines and activated alkenes followed by their acetylation, with different amines have been reported. These reactions are completed in very short time and provided the products in good to excellent yields. We further explored the scope of BH acetate with carbon nucleophile providing a new route to the synthesis of acridine derivative in excellent yield under mild condition. 相似文献
7.
8.
Shouwen Jin Li Liu Daqi Wang Yanlong Feng Jian Zhong Zhou Xiangang Qian Guochun Zhang Xiudong Chu Hongping Zhong Yan Jiang 《Journal of chemical crystallography》2009,39(7):489-493
Abstract Two imidazolyl derived 1,8-naphthyridine compounds (2,7-diimidazolyl-1,8-naphthyridine (a), and 2-benzimidazolyl-5,7-dimethyl-1,8-napthyridine (b)) were synthesized and structurally characterized by X-ray crystallography. The compound a co-crystallizes with one ethanol and two water molecules to give compound 1. Compound 1 crystallizes in the triclinic, space group P-1, with a = 6.943(2) ?, b = 9.009(3) ?, c = 13.760(3) ?, α = 96.793(2)°, β = 97.431(3)°, γ = 107.080(2)°, V = 804.6(4) ?3, Z = 2. Compound 1 forms a 3D interpenetrated network through hydrogen bonds. Compound b co-crystallizes with three and one half water molecules to form 2. Compound 2 crystallizes in the monoclinic, space group C2/c, with a = 24.926(8) ?, b = 10.608(3) ?, c = 16.751(5)?, β = 110.133(4)°, V = 4159(2) ?3, Z = 8. The free water molecules form six-membered rings, these water rings connect the naphthyridine to form one dimensional
chain when viewed from b axis. The naphthyridyl rings in a and b axis are connected through C–H···π, and π–π interactions, due to the weak interactions the compound shows 3D network structure.
Graphical Abstract Due to the weak interactions, the naphthyridine derivatives showed 3D network structure.
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9.
Nabanita Sadhukhan 《Journal of organometallic chemistry》2010,695(1):67-2152
Ferrocenylamido-naphthyridine conjugates [{(5,7-dimethyl-1,8-naphthyridin-2-yl)amino}carbonyl]ferrocene (L1) and 1,1′-bis[{(5,7-dimethyl-1,8-naphthyridin-2-yl)amino}carbonyl]ferrocene (L2) have been synthesized. Reaction of L1 with [Cu(CH3CN)6][ClO4]2 affords [Cu(L1)2][ClO4]2 (1) demonstrating tridentate coordination of the ligand utilizing naphthyridine (NP) nitrogens and carbonyl oxygen. Hydroxo-bridged neutral dirhenium(I) compound [K⊂{{Re(CO)3}2(μ-OH)(Fc(CONHNP)(CO NP))2}] (2) is reported in which the amido-NP arm of L2 chelates a ReI, and a K+ ion is encapsulated in a six-coordinate environment rendered by four NP nitrogens and two carbonyl oxygens involving all four arms of two L2 ligands. Selective and reversible binding of K+ ion by the organometallic host has been recognized from electrochemical and fluorescence experiments. Partial hydrolysis of L2 has provided a neutral metallamacrocycle [{Re(CO)3}2{Fc(CO2)(CONHNP)}2] (3) consisting of alternate Fc and Re(CO)3 units linked by carboxylate and amide-NP bridges. The rotational freedom of the ferrocenyl rings, the flexibility of the amide linker and the multi-site coordination of the ligands are demonstrated in the molecular structures of compounds 1-3. 相似文献
10.
P. Venkateshwarlu M. V. S. R. K. Chaitanya P. K. Dubey 《Phosphorus, sulfur, and silicon and the related elements》2013,188(6):711-721
Abstract of 1,4-dihydro-4-oxo-1,8-naphthyridine-3-carbohydrazide (4) with substituted phenyl isothiocyanates (5) in ethanol under reflux for 30 min gave thiosemicarbazide derivatives 6, which on cyclization in 2N NaOH under refluxing conditions for 1 h resulted in 3-(5-mercapto- 4-phenyl-4H-1,2,4-triazol-3-yl)-1,8-naphthyridin-4(1H)-one (7). Alternatively, 7 could also be prepared from following sequence of reactions, i.e., 4 → 8 → 7. In another sequence of reactions, condensation of 7 with chloroacetic acid in dimethylformamide (DMF) and K2CO3 as a mild base at 120 °C for 2 h resulted in 2-((5-(1,4-dihydro-4-oxo-1,8-naphthyridin-3-yl)-4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl)acetic acid (10). The latter, on reaction with substituted o-phenylenediamine (11) in 6N HCl for 4 h yielded 3-(5-((1H-benzo[d]imidazol-2-yl)methylthio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,8-naphthyridin-4(1H)-one (12). Alternatively, 12 could also be prepared by reacting 7 with 13 in DMF and K2CO3 as a mild base at 120 °C for 2 h, followed by oxidation with H2O2 resulting in the corresponding sulfonyl derivatives 14. 相似文献