1235712-75-0Relevant academic research and scientific papers
Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO
Li, Xinyao,Pan, Jun,Wu, Hao,Jiao, Ning
, p. 6266 - 6273 (2017/08/29)
Transition-metal-catalyzed oxidative C-H cyclization of anilines has been an attractive and powerful strategy for the efficient construction of N-heterocycles. However, primary and tertiary anilines are rarely employed in this strategy due to the relative instability with strong oxidants or the presence of three C-N bonds. We describe here a novel Rh-catalyzed C-H cyclization of a wide range of anilines with alkynes and CO, using an aerobic oxidative protocol. Particularly, the simple primary anilines and readily prepared tertiary anilines could be easily converted to quinolin-2(1H)-ones, which are high value-added, biologically significant N-heterocycles, via C-N bond cleavage.
Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes
Li, Xinyao,Li, Xinwei,Jiao, Ning
supporting information, p. 9246 - 9249 (2015/08/18)
A novel and efficient Rh-catalyzed carbonylation and annulation of simple anilines with CO and alkynes through N-H and C-H bond activation for the direct synthesis of quinolin-2(1H)-ones has been developed. Simple anilines without preactivation, broad substrate scope with hetero/polycycles, and high-value products make this protocol very practical and attractive. A key rhodacycle complex was isolated and well-characterized.
Iridium-catalyzed annulation of N -arylcarbamoyl chlorides with internal alkynes
Iwai, Tomohiro,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 9602 - 9603 (2010/08/22)
An iridium complex successfully catalyzed the annulation of various N-arylcarbamoyl chlorides with internal alkynes to afford 2-quinolones in good to excellent yields. The present reaction is widely applicable to substrates with various functionalities. An amide-iridacycle complex was isolated, and it is likely that such an iridacycle species is a key intermediate in the catalytic reaction.
