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An efficient and practical procedure for the Mannich reaction of secondary amine, formaldehyde, and indole or N‐methylindole employing zinc chloride is presented. A series of gramine derivatives were obtained in 58–98% yields at room temperature in EtOH by using this method. 相似文献
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《Journal of heterocyclic chemistry》2018,55(1):326-334
The styryl ketonic Mannich base 2 has been used as a precursor in the synthesis of 2‐pyrazolines having a basic side chain at C‐3 and a phenolic Mannich base at C‐5. Treatment of the bis(styryl ketonic bases) 6a and 8a with phenylhydrazine affords the bis(3‐functionalized 2‐pyrazolines) 7 and 9 . The transamination between the styryl keto base 10 and 4‐aminoantipyrine leads to 12 , which reacts with piperazine to give 13 . N‐Nitrosation of the sec‐Mannich bases 15a – d followed by reductive cyclization affords 2‐pyrazolines 17a – d . The keto base 14b has been used for the synthesis of 2‐pyrazolines having a phenolic Mannich base at C‐3 and its reaction with 3,5‐dimethyl‐1H‐pyrazole affords 23 . The alkylation of 3‐methyl‐1‐phenyl‐2‐pyrazolin‐5‐one with the bis(Mannich base) 25 was investigated. 相似文献
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Mannich bases of Meldrum's acid and its 5-substituted derivatives were synthesized using aminomethyl acetate or diaminomethane and acetic anhydride as aminomethylating agent. 相似文献
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Gholamhassan Imanzadeh Zahra Soltanizadeh Ali Khodayari Mohammadreza Zamanloo Yagoub Mansoori Jaber Salehzadeh 《中国化学》2012,30(4):891-899
An efficient and simple procedure for the synthesis of novel isatin derivatives is described. Michael addition of aniline Schiff bases of isatin or p‐toluidine Schiff bases of isatin to fumaric esters affords the Michael adduct compounds in good to high yields in the presence of K2CO3 and tetrabutylammonium bromide (TBAB) under solvent‐free conditions. Repeating of this reaction about spiro[1,3‐dioxolane‐2,3′‐indol]‐2′(1′H)‐one, as a Michael donor, in the presence of 1,4‐diazabicyclo[2.2.2]octane (DABCO) gives Michael adducts in remarkable yields under the same conditions. 相似文献
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Nisha Kushwah Soumyaditya Mula Amey P. Wadawale Meenakshi Joshi Kedarnath Gotluru Mukesh Kumar Tapan K. Ghanty Sandip K. Nayak Vimal K. Jain 《Journal of heterocyclic chemistry》2019,56(9):2499-2507
Salicylaldimine Schiff bases represent an important class of hetero‐polydentate ligands capable of forming mononuclear, binuclear, and polynuclear complexes with transition and non‐transition metals. In this report, we developed an easy synthesis of BODIPY‐based salicylaldimine Schiff bases and synthesized five new derivatives. These were characterized by elemental analysis, infrared, UV‐Vis, nuclear magnetic resonance spectroscopy, and X‐ray crystallography. Finally, one of the Schiff bases was reacted with BF3·OEt2 to synthesize corresponding bis‐BF2 boron complex. The photophysical and electrochemical properties of the Schiff bases and the boron complex were evaluated and rationalized by theoretical calculations. The bis‐BF2 boron complex showed excited state charge redistribution, thus could be useful as sensitizers for designing new dye‐sensitized solar cells. 相似文献
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Svyatoslav V. Polovkovych Andrew I. Karkhut Natalia G. Marintsova Roman B. Lesyk Borys S. Zimenkovsky Volodymyr P. Novikov 《Journal of heterocyclic chemistry》2013,50(6):1419-1424
New aromatic aldimines, isatine substituted ketimines based on (4,6‐dichloro‐1,3,5‐triazin‐2‐yl)‐hydrazine scaffold and polycyclic fused thiopyranothiazoles formed using hetero‐Diels‐Alder reactions starting from 4‐thioxo‐2‐thiazolidinones and 5‐norbornene‐2,3‐dicarboxylic acid triazino‐derivatives synthetic approach is described. The application of condensation and cyclocondensation reactions of N‐nucleophiles and carbonyl agents for synthesis a number of biologically active triazine derivatives is reported. Screening of anticancer activity in vitro yielded the most active compounds 3a , 8b , and 8f for different cell lines. 相似文献
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A series of Mannich bases were synthesized by a three‐component Mannich reaction. The newly synthesized compounds were well characterized by elemental analyses, IR, NMR and mass spectroscopic studies. The potential antibacterial effects of the synthesized compounds were investigated using standard bacterial strains: Gram‐positive and Gram‐negative bacteria. Interestingly, all the synthesized compounds were observed to be promising leads, possessing moderate to significant inhibitory activity as compared to standard. 相似文献
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Chuan‐Wen Sun Hai‐Feng Wang Jun Zhu Ding‐Rong Yang Jiahua Xing Jia Jin 《Journal of heterocyclic chemistry》2013,50(6):1374-1380
A series of novel symmetrical trans‐bis‐Schiff bases ( 11a , 11b , 11c , 11d , 11e , 11f , 11g , 11h , 11i , 11j , 11k , 11l , 11m ) were designed and prepared as novel anticancer analogues, with the trans‐configuration confirmed by X‐ray diffraction. Preliminary inhibitory effects of these compounds on CML K562 cell growth were investigated, and the potential analogue 11e showed an excellent anti‐leukemia activity (IC50=6.35 μg/mL), which is higher than that of the clinical drug 5‐fluorouracil (IC50=8.48 μg/mL). Complete assignments had been achieved for the title compounds by spectroscopic techniques, and their structure–activity relationships have been studied. 相似文献
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Whilst pursuing the synthetic utility of quinoline‐based tin complexes, Me2Sn(Quin‐NO2)2 ( 1 ) and Ph2Sn(Quin‐NO2)2 ( 2 ) (Quin‐NO2 = 5‐nitroquinolino‐8‐oate) were synthesized bearing coordinatively inert nitro groups. Conventional reduction methodologies successfully converted 1 to Me2Sn(Quin‐NH2)2 ( 3 ) and 2 to Ph2Sn(Quin‐NH2)2 ( 4 ) (Quin‐NH2 = 5‐aminoquinolino‐8‐oate). The synthetically useful amine groups proved difficult to exploit in the presence of the central tin atom, however, a complete Schiff base functionalized Sn complex of the dimethyltin pro‐ligand Me2Sn(Quin‐py)2 ( 6 ) was successfully synthesized from 5‐[(pyridin‐2‐ylmethylene)amino]quinolin‐8‐ol (HQuin‐py; 5 ) in good yield via an alternative strategy exploiting the oxophilic tendencies of tin. All species were fully characterized by NMR (including 119Sn NMR spectroscopy), HR‐ESI MS and single‐crystal X‐ray diffraction, and preliminary studies of their supramolecular potential are also discussed. 相似文献
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Shefali Aggarwal NarendraN. Ghosh Ritu Aneja Harish Joshi Ramesh Chandra 《Helvetica chimica acta》2002,85(8):2458-2462
The reaction of nornarcotine and 5‐bromonornarcotine, synthesized from noscapine, with suitable aromatic isocyanates or isothiocyanates provides a general method for the synthesis of aryl‐substituted N‐carbamoyl or N‐thiocarbamoylnarcotine and related compounds. Similarly, 15a has been prepared via the reduction of the lactone ring moiety of noscapine. Also, an improved procedure, which utilizes narcotine N‐oxide⋅HCl for generation of nornarcotine, is described. 相似文献
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Fu Luoping Yi Fei Zeng Bo Hu Chao Li Jianbo 《Russian Journal of Applied Chemistry》2018,91(3):499-509
Russian Journal of Applied Chemistry - In this paper, a Schiff base (SB-1) and derivatives (SB-2 and SB-3) was synthesized and characterized by IR and 1H NMR methods, the corrosion efficiency and... 相似文献
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Popov Yu. V. Korchagina T. K. Chicherina G. V. Ermakova T. A. 《Russian Journal of Organic Chemistry》2002,38(3):350-354
New Schiff bases containing both adamantyl and phenyl fragments in a single molecule were synthesized by condensation of appropriate diamines with aromatic aldehydes. The condensation products were brought into reduction and nucleophilic addition reactions. 相似文献
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A straightforward synthesis of N‐tosylhomosphinganine and N‐tosylsedridine has been achieved from trans‐4‐hydroxyproline by Grignard addition, regioselective Baeyer‐Villiger reaction, cross or ring‐closing metathesis and hydrogenation as the key steps. 相似文献
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氮杂冠醚的Mannich碱合成及其对金属离子的萃取王建华(淮北煤炭师范学院生物化学系淮北235000)关键词合成,Mannich反应,氮杂冠醚,萃取以酚羟基为中心功能基的多齿配体可络合多种金属离子,形成单核或双核金属配合物[1]Nakamura等[2... 相似文献