1609102-42-2Relevant articles and documents
A palladium-catalyzed Barluenga cross-coupling – Reductive cyclization sequence to substituted indoles
Rahman, S. M. Ashikur,S?derberg, Bj?rn C. G.
, (2021/07/20)
A short and flexible synthesis of substituted indoles employing two palladium-catalyzed reactions, a Barluenga cross-coupling of p-tosylhydrazones with 2-nitroarylhalides followed by a palladium–catalyzed, carbon monoxide–mediated reductive cyclization has been developed. A one-pot, two-step methodology was further developed, eliminating isolation and purification of the cross-coupling product. This was accomplished by utilizing the initially added 0.025 equivalents of bis(triphenylphosphine)palladium dichloride, thus serving a dual role in the cross-coupling and the reductive cyclization. It was found that addition of 1,3-bis(diphenylphosphino)propane and carbon monoxide after completion of the Barluenga reaction afforded, in most cases, significantly better overall yields.
Palladium-catalyzed cross-coupling of aryl fluorides with N-tosylhydrazones via C-F bond activation
Luo, Haiqing,Wu, Guojiao,Xu, Shuai,Wang, Kang,Wu, Chaoqiang,Zhang, Yan,Wang, Jianbo
supporting information, p. 13321 - 13323 (2015/08/24)
A palladium-catalyzed cross-coupling reaction of electron-deficient aryl fluorides with aryl N-tosylhydrazones has been reported. Mechanistically, this approach involves C-F bond activation and migratory insertion of palladium carbene as the two key steps