109772-86-3Relevant articles and documents
Indazolin- S -ylidene-N-heterocyclic carbene complexes of rhodium, palladium, and gold: Synthesis, characterization, and catalytic hydration of alkynes
Zhou, Yang,Liu, Qingjie,Lv, Weifeng,Pang, Qingyu,Ben, Rong,Qian, Yong,Zhao, Jing
supporting information, p. 3753 - 3759 (2013/07/26)
A novel series of Indy-N-heterocyclic carbene ligands (Indy = indazolin-s-ylidene) have been developed and investigated. Via a mild Ag carbene transfer route, these new carbene ligands reacted with rhodium, palladium, and gold salts to yield the correspon
Palladium Complex-Catalyzed Reductive N-Heterocyclization of Nitroarenes: Novel Synthesis of Indole and 2H-Indazole Derivatives
Akazome, Motohiro,Kondo, Teruyuki,Watanabe, Yoshihisa
, p. 3375 - 3380 (2007/10/02)
The dichlorobis(triphenylphosphine)palladium (PdCl2(PPh3)2)-tin(II)chloride (SnCl2) system shows high catalytic activity for the reductive N-heterocyclization of various 2-nitrostyrene and N-(2-nitrobenzylidene)amine derivatives when employed at 100 deg C for 16 h under 20 kg cm-2 of initial carbon monoxide pressure, to give the corresponding indole and 2H-indazole derivatives in good yield.For example, 2-phenylindole was obtained in 75percent yield from the reductive N-heterocyclization of 2-nitrostilbene.Similarly, 2-propyl-2H-indazole was readily prepared in 83percent yield by the reductive N-heterocyclization of N-(2-nitrobenzylidene)propylamine.A nitrene intermediate for the present reaction is proposed on the basis of deuterium-labeling experiments and the investigation of alkyl rearrangement in the construction of the indole skeleton.Carbon monoxide effectively operates as a deoxygenating agent of the nitro group to afford a nitrene intermediate.
