28150-91-6Relevant academic research and scientific papers
A Synthesis of Spirooxindole-Isoindolinones Through Ugi Reaction Followed by Copper-Catalyzed Tandem C?N/C?C Coupling Process
Zhong, Xianqiang,Luo, Jianghao,Zhou, Wei,Cai, Qian
, p. 4969 - 4973 (2021/09/14)
A synthesis of spiroindolinone-isoindolinone skeletons is presented. The protocol is through a Ugi four-component reaction followed by highly efficient and mild copper-catalyzed intramolecular tandem C?N/C?C coupling process. Control experiments demonstra
Synthesis of Carbamoyl Fluorides via a Selective Fluorinative Beckmann Fragmentation
Lim, Hee Nam,Song, Jin Woo
supporting information, p. 5394 - 5399 (2021/07/26)
A fluorinative Beckmann fragmentation of α-oximinoamides was devised to provide synthetically useful carbamoyl fluorides. High selectivity for fragmentation over a potentially competing Beckmann rearrangement was observed. This protocol has a distinct mechanism and thus a different substrate scope compared with other synthetic methods. α-Oximinoamides derived from the readily available secondary amines, lactams, or isatins were converted into structurally diverse carbamoyl fluorides.
Organocatalytic double arylation of 3-isothiocyanato oxindoles: Stereocontrolled synthesis of complex spirooxindoles
Zhang, Lin-Lin,Da, Bing-Chao,Xiang, Shao-Hua,Zhu, Shuai,Yuan, Zi-Yun,Guo, Zhen,Tan, Bin
, p. 1689 - 1696 (2018/11/25)
Quinones, precursors of aromatic structures, were firstly employed as the electrophiles for the organocatalytic Michael addition/cyclization cascade reaction with versatile 3-isothiocyanato oxindoles. Chiral bifunctional organocatalyst was appropriate for this enantioselective transformation to afford a variety of novel spirooxindoles, possessing a spirocyclic stereocenter adjacent to the aromatic ring, via asymmetric double arylation. These synthesized spirooxindoles are very difficult to access by the reported methods and were obtained in excellent chemical yields with excellent enantioselectivities.
Asymmetric Conjugate Addition of Ethylene Sulfonyl Fluorides to 3-Amido-2-oxindoles: Synthesis of Chiral Spirocyclic Oxindole Sultams
Chen, Jie,Huang, Bao-Qin,Wang, Zeng-Qing,Zhang, Xue-Jing,Yan, Ming
, p. 9742 - 9746 (2019/11/28)
An enantioselective conjugate addition of ethylene sulfonyl fluorides to 3-amido-2-oxindoles has been developed. Quinine-derived squaramides were identified as efficient catalysts. A series of spirocyclic oxindole sultams were prepared with excellent yields and enantioselectivities. A reaction mechanism via bifunctional activation was proposed.
Synthesis and in vitro evaluation of neutral aryloximes as reactivators of Electrophorus eel acetylcholinesterase inhibited by NEMP, a VX surrogate
Cavalcante, Samir F. de A.,Kitagawa, Daniel A.S.,Rodrigues, Rafael B.,Bernardo, Leandro B.,da Silva, Thiago N.,dos Santos, Wellington V.,Correa, Ana Beatriz de A.,de Almeida, Joyce S.F.D.,Fran?a, Tanos C.C.,Ku?a, Kamil,Simas, Alessandro B.C.
, (2019/06/24)
Casualties caused by nerve agents, potent acetylcholinesterase inhibitors, have attracted attention from media recently. Poisoning with these chemicals may be fatal if not correctly addressed. Therefore, research on novel antidotes is clearly warranted. Pyridinium oximes are the only clinically available compounds, but poor penetration into the blood-brain barrier hampers efficient enzyme reactivation at the central nervous system. In searching for structural factors that may be explored in SAR studies, we synthesized and evaluated neutral aryloximes as reactivators for acetylcholinesterase inhibited by NEMP, a VX surrogate. Although few tested compounds reached comparable reactivation results with clinical standards, they may be considered as leads for further optimization.
Metal-free synthesis of isatin oximes: Via radical coupling reactions of oxindoles with t -BuONO in water
Wei, Wen-Ting,Zhu, Wen-Ming,Ying, Wei-Wei,Wu, Yi,Huang, Yi-Ling,Liang, Hongze
supporting information, p. 5254 - 5257 (2017/07/10)
A metal-free method for the synthesis of isatin oximes was developed through the radical coupling reactions of oxindoles with t-BuONO. This protocol provides a practical and environmentally benign method for the construction of C-N bonds in water at room temperature without using any other reagents. The advantages of this strategy are its mild reaction conditions and clean procedure.
A isatin - 3 - oxime derivatives of the preparation method (by machine translation)
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Paragraph 0036-0038, (2017/10/07)
The invention discloses a isatin - 3 - oxime derivatives of the preparation process, the method to 2 - indolone derivatives as raw materials, the water as a solvent, and nitrous acid tert-butyl at room temperature and under the condition of air reaction to obtain high yield and purity of the isatin - 3 - oxime derivatives. The method of the invention does not use the metal reagent, with synthetic and post treatment process is simple, low cost, environment-friendly advantages. (by machine translation)
Glycosides of hydroxylamine derivatives: I. Phase transfer synthesis and the study of the influence of glucosaminides of isatine 3-oximes on bacterial luminescence
Kuryanov,Chupakhina,Shapovalova,Katsev,Chirva
body text, p. 231 - 239 (2012/05/20)
Easily deprotoned hydroxyl groups of isatine 3-oximes were glycosylated in high yields by α-D-glucosaminyl chloride peracetate in the solid potassium carbonate-acetonitrile phase transfer system. It was found that catalytic amounts of 15-crown-5 supported
Structure-based design and parallel synthesis of N-benzyl isatin oximes as JNK3 MAP kinase inhibitors
Cao, Jingrong,Gao, Huai,Bemis, Guy,Salituro, Francesco,Ledeboer, Mark,Harrington, Edmund,Wilke, Susanne,Taslimi, Paul,Pazhanisamy,Xie, Xiaoling,Jacobs, Marc,Green, Jeremy
scheme or table, p. 2891 - 2895 (2010/01/16)
A series of N-benzylated isatin oximes were developed as inhibitors of the mitogen-activated kinase, JNK3. X-ray crystallographic structures aided in the design and synthesis of novel, selective compounds, that inhibit JNK3, but not p38 MAP kinase and provided key insights into understanding the behavior of gatekeeper residue methionine-146 in determining target selectivity for this series.
