494836-60-1Relevant articles and documents
Two concise total syntheses of the wasabi phytoalexin methyl 1-methoxyindole-3-carboxylate
Li, Bing,Williams, John D.,Peet, Norton P.
, p. 3124 - 3126 (2013)
Two new syntheses of the phytoalexin methyl 1-methoxyindole-3-carboxylate (1) were developed that employ the same key intermediate. Methyl 2-(2-nitrophenyl)acrylate (2) was directly converted into phytoalexin 1 using modified Cadogan-Sundberg indole synth
Discovery of 3,3′-Spiro[Azetidine]-2-oxo-indoline Derivatives as Fusion Inhibitors for Treatment of RSV Infection
Shi, Weihua,Jiang, Zhigan,He, Haiying,Xiao, Fubiao,Lin, Fusen,Sun, Ya,Hou, Lijuan,Shen, Liang,Han, Lixia,Zeng, Minggao,Lai, Kunmin,Gu, Zhengxian,Chen, Xinsheng,Zhao, Tao,Guo, Li,Yang, Chun,Li, Jian,Chen, Shuhui
supporting information, p. 94 - 97 (2018/02/19)
A new series of 3,3′-spirocyclic-2-oxo-indoline derivatives was synthesized and evaluated against respiratory syncytial virus (RSV) in a cell-based assay and animal model. Extensive structure-activity relationship study led to a lead compound 14h, which e
Aqueous Titanium Trichloride Promoted Reductive Cyclization of o-Nitrostyrenes to Indoles: Development and Application to the Synthesis of Rizatriptan and Aspidospermidine
Tong, Shuo,Xu, Zhengren,Mamboury, Mathias,Wang, Qian,Zhu, Jieping
supporting information, p. 11809 - 11812 (2015/10/05)
Treatment of o-nitrostyrenes with aqueous TiCl3 solution at room temperature afforded indoles through a formal reductive C(sp2)-H amination process. A range of functions such as halides (Cl, Br), carbonyl (ester, carbamate), cyano, hydroxy, and amino groups were tolerated. From β,β-disubstituted o-nitrostyrenes, 2,3-disubstituted indoles were formed by a domino reduction/cyclization/migration process. Mild conditions, simple experimental procedure, ready accessibility of the starting materials and good to excellent yields characterize the present transformation. The methodology was used as a key step in a concise synthesis of rizatriptan and a formal total synthesis of aspidospermidine. Mild and efficient treatment of o-nitrostyrenes with aqueous TiCl3 solution at room temperature afforded indoles through a formal reductive C(sp2)-Hamination process. A concise synthesis of a marketed drug (rizatriptan) and a formal total synthesis of aspidospermidine featuring this novel N-heterocyclization process are reported.