267408-59-3Relevant academic research and scientific papers
Palladium-Catalyzed Tandem Approach to 3-(Diarylmethylene)oxindoles Using Microwave Irradiation
Park, Sunhwa,Shin, Kye Jung,Seo, Jae Hong
supporting information, p. 2296 - 2300 (2015/09/28)
We developed a rapid and efficient microwave-assisted tandem reaction for the synthesis of 3-(diarylmethylene)oxindoles. Three palladium-catalyzed reactions (Sonogashira, Heck, and Suzuki-Miyaura reactions) were combined under microwave irradiation conditions to produce 3-(diarylmethylene)oxindoles from simple propiolamides, aryl iodides, and arylboronic acids. The addition of Ag3PO4 enhanced the yield and stereoselectivity of the tandem reaction significantly.
Synthesis of 3-(diarylmethylene)oxindoles via a palladium-catalyzed one-pot reaction: Sonogashira-heck-suzuki-miyaura combined reaction
Dong, Guang Ri,Park, Sunhwa,Lee, Dahye,Shin, Kye Jung,Seo, Jae Hong
supporting information, p. 1993 - 1997 (2013/09/24)
A novel one-pot reaction for the synthesis of 3-(diarylmethylene)oxindoles is described. The reaction involves the successive combination of three palladium-catalyzed reactions (Sonogashira, Heck, and Suzuki-Miyaura reactions). This method enables the rapid synthesis of various 3-(diarylmethylene)oxindoles from simple propiolamides. The addition of silver salts dramatically enhanced the E/Z stereoselectivity of the reaction. Georg Thieme Verlag Stuttgart, New York.
The synthesis of 3-methyleneindol-2(3H)-ones related to mitomycins via 5-exo-dig aryl radical cyclisation
Brunton, Shirley A.,Jones, Keith
, p. 763 - 768 (2007/10/03)
The synthesis of acetylenic amides from 2-bromoaniline and propiolic acids followed by their cyclisation via the derived aryl radical is presented. Silylation of the terminal end of the triple bond is shown to be required for successful cyclisation to 3-methyleneindol-2(3H)-ones. The exocyclic double bond can be epoxidised using m-chloroperoxybenzoic acid (MCPBA). The Royal Society of Chemistry 2000.
