262365-82-2Relevant academic research and scientific papers
Synthesis of (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2Hindol-2-ones using an Eschenmoser coupling reaction
Marek, Luká?,Kolman, Luká?,Váňa, Ji?í,Svoboda, Jan,Hanusek, Ji?í
supporting information, p. 527 - 539 (2021/03/31)
A highly modular method for the synthesis of (Z)-3-[amino(phenyl/methyl)methylidene]-1,3-dihydro-2H-indol-2-ones starting from easily available 3-bromooxindoles or (2-oxoindolin-3-yl)triflate and thioacetamides or thiobenzamides is described. A series of 49 compounds, several of which have previously been shown to possess significant tyrosin kinase inhibiting activity, was prepared in yields varying mostly from 70 to 97% and always surpassing those obtained by other published methods. The method includes an Eschenmoser coupling reaction, which is very feasible (even without using a thiophile except tertiary amides) and scalable. The (Z)configuration of all products was confirmed by NMR techniques.
Iron trichloride-promoted cyclization of o-alkynylaryl lsocyanates: synthesis of 3-(chloromethylene)oxindoles
Cantagrel, Guillaume,De Carne-Carnavalet, Benoit,Meyer, Christophe,Cossy, Janine
supporting information; experimental part, p. 4262 - 4265 (2009/12/26)
Iron trichloride promotes the cationic cyclizatlon of o-(arylethynyl)aryl isocyanates leading to 3-(arylchloromethylene)oxindoles which can be stereoselectively converted to (Z)-3-(aminomethylene)oxindoles under straightforward conditions. When the alkyne
