20972-37-6Relevant academic research and scientific papers
Comparison of the Photochemistry of Acyclic and Cyclic 4-(4-Methoxy-phenyl)-4-oxo-but-2-enoate Ester Derivatives
Abdelaziz, Nayera M.,Day, Heidi A.,Gudmundsdottir, Anna D.,Krause, Jeanette A.,Merugu, Rajkumar,Robinson, Jendai,Sarkar, Sujan K.,Upul Ranaweera, Ranaweera A. A.
, p. 7346 - 7354 (2020)
To clarify the cis-trans isomerization mechanism of simple alkenes on the triplet excited state surface, the photochemistry of acyclic and cyclic vinyl ketones with a p-methoxyacetophenone moiety as a built-in triplet sensitizer (1 and 2, respectively) wa
Base-Promoted Annulative Difluoromethylenation of Enaminones with BrCF2CO2Et toward 2,2-Difluorinated 2,3-Dihydrofurans
Ying, Jinbiao,Liu, Ting,Liu, Yunyun,Wan, Jie-Ping
, p. 2404 - 2408 (2022/04/07)
A practical method for the synthesis of 2,2-difluorinated 2,3-dihydrofurans has been established via the [4 + 1] annulation of enaminones and BrCF2CO2Et with Na2CO3 promotion. This new protocol does not employ any transition metal reagent and enables the annulative difluoromethylation by the partial cleavage of the C═C double bond. In addition, the further treatment with hydrochloric acid in one pot leads to β-keto enoic acids (4-oxo-2-butenoic acids) via a formal enaminone C-N carboxylation.
Microwave-assisted synthesis of 4-oxo-2-butenoic acids by aldol-condensation of glyoxylic acid
Gai, Conghao,Leach, Andrew G.,Liu, Hang,Sprenger, Lukas J.,Uguen, Mélanie,Waring, Michael J.
, p. 30229 - 30236 (2021/10/20)
4-Oxobutenoic acids are useful as biologically active species and as versatile intermediates for further derivatisation. Currently, routes to their synthesis can be problematic and lack generality. Reaction conditions for the synthesis of 4-oxo-2-butenoic
Isocyanide-based MCRs: Diastereoselective cascade synthesis of perfluoroalkylated pyrano[3,4-c]pyrrole derivatives
Yang, Shanxue,Yao, Lan,Fan, Zhenhua,Han, Jing,Chen, Jie,He, Weimin,Deng, Hongmei,Shao, Min,Zhang, Hui,Cao, Weiguo
supporting information, (2021/02/03)
The highly diastereoselective synthesis of perfluoroalkyl-containing pyrano[3,4-c]pyrroles has been accomplished via a cascade process involving Michael addition, Passerini-type reaction, Mumm rearrangement and an oxo-Diels–Alder reaction. This domino tra
Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents
Ren, Jinfeng,Xu, Jian,Zhang, Guoning,Xu, Changliang,Zhao, LiLi,You, XueFu,Wang, Yucheng,Lu, Yu,Yu, Liyan,Wang, Juxian
, p. 539 - 543 (2019/01/09)
A series of novel (E)-4-oxo-2-crotonamide derivatives were designed and synthesized to find potent antituberculosis agents. All the target compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv(MTB). Results reveal that 4-phenyl moiety at part A and short methyl group at part C were found to be favorable. Most of the derivatives displayed promising activity against MTB with MIC ranging from 0.125 to 4 μg/mL. Especially, compound IIIa16 was found to have the best activity with MIC of 0.125 μg/mL against MTB and with MIC in the range of 0.05–0.48 μg/mL against drug-resistant clinical MTB isolates.
Substituted 4-oxo-crotonic acid derivatives as a new class of protein kinase B (PknB) inhibitors: synthesis and SAR study
Xu, Changliang,Bai, Xiaoguang,Xu, Jian,Ren, Jinfeng,Xing, Yun,Li, Ziqiang,Wang, Juxian,Shi, Jingjing,Yu, Liyan,Wang, Yucheng
, p. 4763 - 4775 (2017/02/05)
Protein kinase B (PknB) is an essential serine/threonine protein kinase required for Mycobacterium tuberculosis (M. tb) cell division and cell-wall biosynthesis. A high throughput screen using PknB identified a (E)-4-oxo-crotonic acid inhibitor, named YH-8, which was used as a scaffold for SAR investigations. A significant improvement in enzyme affinity was achieved. The results indicated that the α,β-unsaturated ketone scaffold and “trans-” configuration are essential for the activity against PknB. And compounds with an aryl group, especially with electron-withdrawing substituents on benzene ring, exhibited four fold potency than that of YH-8.
Molecular diversity in cyclization of Ugi-products leading to the synthesis of 2,5-diketopiperazines: computational study
Zadsirjan, Vahideh,Shiri, Morteza,Heravi, Majid M.,Hosseinnejad, Tayebeh,Shintre, Suhas A.,Koorbanally, Neil A.
, p. 2119 - 2142 (2017/03/22)
Abstract: Ugi-adducts were obtained via a one-pot four-component reaction of divergent aldehydes, amines, aroylacrylic acids and isocyanide in methanol. These products were subjected to intramolecular Michael addition in the presence of K2COsu
Efficient synthesis of uracil-derived hexa- and tetrahydropyrido[2,3-d] pyrimidines
Tolstoluzhsky, Nikita,Nikolaienko, Pavlo,Gorobets, Nikolay,Van Der Eycken, Erik V.,Kolos, Nadezhda
supporting information, p. 5364 - 5369 (2013/09/02)
A reaction of 6-amino-1,3-dimethyluracil with 3-(hetero)aroylacrylic acids and their methyl esters leads to hexahydropyrido[2,3-d]pyrimidine-5-carboxylic acids or the corresponding methyl esters in high to excellent yields. One-pot oxidation of the acid d
(E)-4-Aryl-4-oxo-2-butenoic acid amides, chalcone-aroylacrylic acid chimeras: Design, antiproliferative activity and inhibition of tubulin polymerization
Vitorovic-Todorovic, Maja D.,Eric-Nikolic, Aleksandra,Kolundzija, Branka,Hamel, Ernest,Ristic, Slavica,Juranic, Ivan O.,Drakulic, Branko J.
, p. 40 - 50 (2013/05/09)
Antiproliferative activity of twenty-nine (E)-4-aryl-4-oxo-2-butenoic acid amides against three human tumor cell lines (HeLa, FemX, and K562) is reported. Compounds showed antiproliferative activity in one-digit micromolar to submicromolar concentrations.
A simple, diversity oriented synthesis of highly substituted pyridines
Kaczanowska, Katarzyna,Eickhoff, Holger,Albert, Klaus,Wiesmueller, Karl-Heinz,Schaffner, Arnaud-Pierre
experimental part, p. 792 - 798 (2011/09/16)
Figure represented. A particularly straightforward and efficient protocol for the synthesis of highly substituted pyridines, based on a condensation reaction of β-aminocrotonitrile and easily accessible (E)-2-oxo-4-aryl-but- 3-enoic acids and (E)-4-oxo-4-
