1421006-50-9Relevant articles and documents
Ruthenium-catalyzed Suzuki coupling of anilines with alkenyl borates via selective aryl C–N bond cleavage
Xu, Jian-Xing,Zhao, Fengqian,Franke, Robert,Wu, Xiao-Feng
, (2020/04/15)
Herein, we developed a new ruthenium(0)-catalyzed Suzuki-coupling of N,N-dimethyl-2-(pyridin-2-yl) anilines with alkenyl borates to synthesize 2-phenylolefins via the cleavage of neutral aryl C–N bond. In the absence of ligand and additives, by using pyridine as the directing group, the desired 2-phenylolefins were obtained in good to excellent yields with high stereoselectivity (E/Z > 20:1).
Mn-catalyzed aromatic C-H alkenylation with terminal alkynes
Zhou, Bingwei,Chen, Hui,Wang, Congyang
, p. 1264 - 1267 (2013/03/14)
The first manganese-catalyzed aromatic C-H alkenylation with terminal alkynes is described. The procedure features an operationally simple catalyst system containing commercially available MnBr(CO)5 and dicyclohexylamine (Cy2NH). The reaction occurs readily in a highly chemo-, regio-, and stereoselective manner delivering anti-Markovnikov E-configured olefins in high yields. Experimental study and DFT calculations reveal that (1) the reaction is initiated by a C-H activation step via the cooperation of manganese and base; (2) manganacycle and alkynylmanganese species are the key reaction intermediates; and (3) the ligand-to-ligand H-transfer and alkynyl-assisted C-H activation are the key steps rendering the reaction catalytic in manganese.
