- Harnessing Additional Capability from in Water Reaction Conditions: Aldol versus Knoevenagel Chemoselectivity
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Aldol reaction chemoselectivity, racemic or enantioselective, has not been previously demonstrated in the presence of Knoevenagel active functional groups. Here, we show that unhindered β-diketones remain unreacted while a ketone moiety undergoes a highly
- Ali El Damrany Hussein, Hussein,Debnath, Samarpita,Goswami, Falguni,Hussain, Ishtiaq,Karn, Alka,Nakka, Srinuvasu,Nugent, Thomas C.
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supporting information
p. 3539 - 3545
(2021/06/12)
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- Cross-linked polystyrene-TiCl4 complex as a reusable Lewis acid catalyst for solvent-free Knoevenagel condensations of 1,3-dicarbonyl compounds with aldehydes
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Cross-linked polystyrene copolymer beads with the average particle size in the range of (50–80 mesh size) were prepared by a new method, characterized and functionalized with titanium tetrachloride to afford the corresponding polystyrene?titanium tetrachloride complex in one step reaction and characterized by FT-IR, UV, TGA, DSC, XRD, SEM, BET. This polymer metal complex (PS/TiCl4) was used as a heterogeneous, recoverable, reusable Lewis acid for solvent-free Knoevenagel condensations of 1,3-diketones with aromatic aldehydes under green and mild conditions. The rate of reactions was found to decrease with an increasing percentage of crosslinking and the mesh size of the copolymer beads. This complex showed good stability and catalytic activity in the Knoevenagel reactions.
- Rahmatpour, Ali,Goodarzi, Niloofar
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- Microwave Oriented Solid Support Synthesis of Novel 5,6-Disubstituted-1,2,4-Triazolopyrimidines as Antifungal Agents
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Microwave oriented, basic solid support assisted, two-step reaction of aryl aldehyde, active methylene compounds, and 3-amino-1,2,4-triazole yielded 5,6-disubstituted-1,2,4-triazolopyrimidines in excellent yield without side products, in short reaction time. The preliminary in vitro antifungal evaluation of the compounds indicated the promising antifungal potential of the synthesized compounds against most of the test fungi using standard fungicides as a positive control. The in silico analysis of the synthesized molecules favors the results of in vitro analysis.
- Bala, Anju,Gumber, Khushbu,Sidhu, Anjali,Sidhu, Navjot Kaur
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- Antimicrobial, antioxidant and SOD activities of copper(II) complexes derived from 2-aminobenzothiazole derivatives
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A series of Cu(II) complexes have been synthesized from bidentate Schiff base ligands (by condensation of Knoevenagel condensate of acetoacetanilide (obtained from substituted benzaldehydes and acetoacetanilide) and 2-aminobenzothiazole). They were charac
- Joseph,Janaki, G. Boomadevi,Nagashri,Joseyphus, R. Selwin
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p. 242 - 260
(2016/12/23)
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- A facile synthesis of trisubstituted alkenes from β-diketones and aldehydes with AlCl3 as catalyst
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Preparation of trisubstituted alkenes from low-activity β-diketones and aldehydes with aluminum chloride as catalyst has been studied. The frequently used catalyst AlCl3 is used for the first time to promote this condensation. The procedure is a convenient, low toxicity, and highly efficient method for industrial synthesis of trisubstituted alkenes in high yield. Springer Science+Business Media B.V. 2011.
- Li, Zheng-Nan,Chen, Xiao-Liang,Fu, Yu-Jie,Wang, Wei,Luo, Meng
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experimental part
p. 25 - 35
(2012/05/20)
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- Synthesis and biological evaluation of a novel series of 1,5-benzothiazepine derivatives as potential antimicrobial agents
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Two series of novel 1,5-benzothiazepine derivatives (23 compounds) were efficiently synthesized and evaluated for antibacterial and antifungal activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compound 2e exhibited the greatest antimicrobial activity. Preliminary study of the structure-activity relationship revealed that substituents in phenyl rings had a great effect on the antimicrobial activity of these compounds.
- Wang, Lanzhi,Zhang, Ping,Zhang, Xuemei,Zhang, Yonghong,Li, Yuan,Wang, Yongxiang
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experimental part
p. 2815 - 2821
(2009/10/02)
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- Substituted beta-diketones and their use
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Compounds of formula wherein n is 0 or 1, R1 and R2 are independently methyl, ethyl or cyclopropyl and R is an optionally substituted phenyl or heteroaryl group or salt or ester thereof are useful in the treatment of inflammatory bowel disease.
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- The Complex Reaction of Acetohydrazides with Unsaturated Diketones: Alternative Cyclizations to 1,2-Diazepin-3-ones and Pyrazolopyridines
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The reaction of 2-cyanoacetohydrazide (1) and 2-(ethoxycarbonyl)acetohydrazide (26) with unsaturated 1,3-diketones leading with moderate yields to 1,2-diazepinones (3, 23, 24) and pyrazolopyridines (5, 15, 20, 25) together with the corresponding acetohydrazones have been studied.The reaction course depends on the temperature and the relative reactivity of the carbonyl groups of the starting materials.When one of these carbonyl groups is less reactive (benzoyl or ethoxycarbonyl groups), the reaction does not yield diazepinones but only pyrazolopyridines and/or acetohydrazones.
- Alonso, Paloma,Martin-Leon, Nazario,Quinteiro, Margarita,Seoane, Carlos,Soto, Jose L.
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p. 841 - 846
(2007/10/02)
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- Substituent Effects on 13C and 1H Chemical Shifts in 3-Benzylidene-2,4-pentanediones
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Substituent effects on the 13C and 1H chemical shifts have been studied for derivatives of 3-benzylidene-2,4-pentanedione.A significant correlation has been found between chemical shifts of the Z carbonyl group and (C-2) and Hammett constants, while no correlation has been found for the E carbonyl group (C-4).Attempts have been made to determine the structural factors which influence these effects.The conformation of 3-benzylidene-2,4-pentanediones has been determined by 13C and 1H NMR spectroscopy.
- Solcaniova, E.,Hrnciar, P.,Liptaj, T.
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- Simple Synthesis of 4-(Heteroarylmethyl)phenols and Their Acylation
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Condensation of 4-hydroxybenzaldehyde (1) with ethyl acetoacetate (2a) or acetylacetone (2b) gives 3a and 3b, respectively, which on hydrogenation afford the 2-(4-hydroxybenzyl)-1,3-dicarbonyl compounds 4a and 4b, respectively.These react with hydrazines
- Kuebel, Boerries
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p. 1392 - 1401
(2007/10/02)
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