51838-06-3Relevant academic research and scientific papers
One-Pot Synthesis of Quinoxalinones via Tandem Nitrosation/Cyclization of N-Aryl Cyanoacetamides
Wang, Fang,Hu, Bo-Lun,Liu, Lizhi,Tu, Hai-Yong,Zhang, Xing-Guo
, p. 11247 - 11252 (2017/10/27)
A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, affording quinoxalin-2-ones in moderate to good yields with good functional group tolerance.
3-Alkylperoxy-3-cyano-oxindoles from 2-Cyano-2-diazo-N-phenyl-acetamides via Cyclizing Carbene Insertion and Subsequent Radical Oxidation
Kischkewitz, Marvin,Daniliuc, Constantin-Gabriel,Studer, Armido
supporting information, p. 1206 - 1209 (2016/03/15)
A transition-metal-free one-pot sequence for the synthesis of 3-peroxy-substituted oxindoles from readily prepared 2-cyano-2-diazo-acetamides is reported. The two-step tandem process includes a highly efficient thermal intramolecular C-H-carbene insertion
Expeditious and Convenient Synthesis of Polycyclic Difluoroboron Complexes of 2-Oxoindoline-3-carboxamides by Tandem Reaction
Mo, Shanyan,Xu, Chuangchuang,Xu, Jiaxi
, p. 1767 - 1777 (2016/06/09)
N-Aryl-2-cyanodiazoacetamides produce polycyclic difluoroboron 2-oxoindoline-3-carboxamide complexes (up to pentacyclic conjugative and fused systems) directly and expeditiously in the presence of boron trifluoride etherate. The boron trifluoride serves as both a catalyst and reactant in the tandem reaction. The tandem reaction includes the carbene aromatic C-H insertion, hydrolysis of the cyano group into an amide group, and boronation of the two amide carbonyl groups. The synthetic method features the advantages of wide substrate scope and excellent chemoselectivity.
Chemospecific synthesis of 2-acetoxyindole-3-carbonitriles catalyzed by Cu(acac)2
Mo, Shanyan,Tu, Jianzhuo,Xu, Jiaxi
, p. 1773 - 1778 (2017/03/22)
A chemospecific one-pot synthesis of easily isolable 2-acetoxyindole-3-carbonitriles was described. The intermediate 2-oxindole-3-carbonitriles successfully prepared from 2-cyano diazoacetanilides without isolation were treated with acetyl chloride and tr
Facile and versatile room-temperature synthesis of N,n-disubstituted cyanoacetamides from malonic ester chloride
Manikowski, Andrzej,Kolarska, Zofia
experimental part, p. 3621 - 3638 (2009/12/06)
A general method for the synthesis of various N,N-disubstituted cyanoacetamides from readily available methyl malonyl chloride and secondary amines, including sterically demanding aliphatic and aromatic amines, is described.
The synthesis and biological evaluation of some caffeic acid amide derivatives: E-2-Cyano-(3-substituted phenyl)acrylamides
Zhou, Wei,Li, Hai-bo,Xia, Chun-nian,Zheng, Xian-ming,Hu, Wei-xiao
experimental part, p. 1861 - 1865 (2009/11/30)
A series of caffeic acid amide derivatives 2-cyano-(3-substituted phenyl)acrylamides were synthesized via Knoevenogal condensation of substituted benzaldehydes with cyanoacetamides. The structure of compound 1f was determined as E-isomer by X-ray diffractive analysis. The biological screening tests in vitro showed that compound 1b has obvious inhibitory activities against human gastric carcinoma cell line BGC-823, human nasopharyngeal carcinoma cell line KB and human hepatoma cell line BEL-7402 with IC50 values of 5.6 μg/mL, 13.1 μg/mL and 12.5 μg/mL, respectively. Some preliminary structure-activity relationships (SAR) were also proposed which may provide a direction for further study.
