15851-94-2Relevant academic research and scientific papers
Accelerating the optimization of enzyme-catalyzed synthesis conditionsviamachine learning and reactivity descriptors
Liang, Jinhu,Liu, Dongchang,Wan, Zhongyu,Wang, Quan-De
supporting information, p. 6267 - 6273 (2021/07/28)
Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications. An accurate and rapid selection of optimal synthesis conditions is crucial and challenging for both human knowledge and computer predictions. In this work, a
Enzyme Promiscuity as a Remedy for the Common Problems with Knoevenagel Condensation
Koszelewski, Dominik,Ostaszewski, Ryszard
, p. 10156 - 10164 (2019/07/09)
A new protocol based on lipase-catalyzed tandem reaction toward α,β-enones/enoesters is presented. For the synthesis of the desired products the tandem process based on enzyme-catalyzed hydrolysis and Knoevenagel reaction starting from enol acetates and aldehyde is developed. The relevant impact of the reaction conditions including organic solvent, enzyme type, and temperature on the course of the reaction was revealed. It was shown that controllable release of the active methylene compound from the corresponding enol carboxylate ensured by enzymatic reaction diminishes significantly the formation of the unwanted co-products. Furthermore, this protocol was extended by including a second tandem chemoenzymatic transformation engaging various aldehyde precursors. After a careful optimization of the reaction conditions, the target products were obtained with yields up to 86 % and with excellent E/Z-selectivity.
Corrigendum to: Enzyme Promiscuity as a Remedy for the Common Problems with Knoevenagel Condensation (Chemistry – A European Journal, (2019), 25, 43, (10156-10164), 10.1002/chem.201901491)
Koszelewski, Dominik,Ostaszewski, Ryszard
, p. 13647 - 13647 (2019/10/28)
In the published paper, there is a mistake in the labelling of compounds in Figure. A corrected version of that Figure appears below. The authors apologise for the mistake. Figure (Figure presented.) Unsaturated 2,4-pentanediones obtained by enzyme-catalyzed tandem Knoevenagel reaction. Reaction conditions: aldehyde (1 mmol), 4-acetoxy-3-penten-2-one (5 a, R1=R2=R3=Me) (3 mmol), and PPL (100 mg) in tert-butyl alcohol/ 5 % H2O v/v (2 mL) for 72 h at 20 °C, 200 rpm. [a] With vinyl acetate. [b] With ethyl β-styrylcarbonate. [c] With styryl acetate.
Microwave Oriented Solid Support Synthesis of Novel 5,6-Disubstituted-1,2,4-Triazolopyrimidines as Antifungal Agents
Bala, Anju,Gumber, Khushbu,Sidhu, Anjali,Sidhu, Navjot Kaur
, p. 39 - 46 (2021/06/12)
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.
A facile synthesis of trisubstituted alkenes from β-diketones and aldehydes with AlCl3 as catalyst
Li, Zheng-Nan,Chen, Xiao-Liang,Fu, Yu-Jie,Wang, Wei,Luo, Meng
experimental part, p. 25 - 35 (2012/05/20)
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.
Synthesis and biological evaluation of a novel series of 1,5-benzothiazepine derivatives as potential antimicrobial agents
Wang, Lanzhi,Zhang, Ping,Zhang, Xuemei,Zhang, Yonghong,Li, Yuan,Wang, Yongxiang
experimental part, p. 2815 - 2821 (2009/10/02)
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.
Reaction of active methylene compounds with 4-fluorobenzalanilines and antifungal potential of the products
Sandhar, Randeep Kaur,Sharma,Manrao
, p. 263 - 265 (2007/10/03)
Condensation of active methylene compounds (1-6) with 4-fluorobenzalaniline resulted in the formation of addition-elimination products 1a-6a respectively. The products were identified on the basis of elemental analysis, m.m.p. determination and spectral studies and were screened in vitro for their antifungal potential against four phytopathogenic fungi.
Substituent Effects on 13C and 1H Chemical Shifts in 3-Benzylidene-2,4-pentanediones
Solcaniova, E.,Hrnciar, P.,Liptaj, T.
, p. 55 - 57 (2007/10/02)
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.
