Copper-Catalyzed para-Selective C–H Amination of Electron-Rich Arenes
摘要:
A one-pot two-step method for para-selective C-H amination of carbocyclic arenes comprises the in situ formation of unsymmetrical diaryl-lambda(3)-iodanes followed by their Cu(I)-catalyzed reaction with a range of N-unprotected amines.
and kinetically competent catalysts for this transformation. The fleeting transmetalation intermediate has been successfully synthesized through an alternative synthetic organometallic pathway at lower temperature, allowing for in situ NMR study of the C–N bond reductive elimination step. This study addresses key factors governing the mechanism of the nickel-catalyzed Buchwald–Hartwig amination process
Studies on Selective Nucleophilic Substitution Reactions of [(Cyclopentadienyl)(1,3- and 1,4-dichlorobenzene)Fe]+PF6- Complexes: Applications to the Synthesis of Polymer Monomers
作者:Anthony J. Pearson、Ann M. Gelormini
DOI:10.1021/jo00095a036
日期:1994.8
Selective displacement of chloride from cyclopentadienyl(1,4-dichlorobenzene)iron(1+) by a series of aryl oxide and amine nucleophiles is described. The methodology, coupled with decomplexation of the product organometallics, allows access to a series of para-disubstituted benzene derivatives that are of potential value in the construction of unusual polymers. Four such compounds, derived from sequential addition of 4-hydroxybenzoic ester and hydroquinone or resorcinol monophenoxide to the 1,4- and 1,3-dichlorobenzene-FeCp complexes, were subjected to polyesterification reactions. Previously unreported isoregic poly(ether-esters) were-prepared and characterized.
Copper-Catalyzed <i>para</i>-Selective C–H Amination of Electron-Rich Arenes
作者:Beatrise Berzina、Igors Sokolovs、Edgars Suna
DOI:10.1021/acscatal.5b01992
日期:2015.11.6
A one-pot two-step method for para-selective C-H amination of carbocyclic arenes comprises the in situ formation of unsymmetrical diaryl-lambda(3)-iodanes followed by their Cu(I)-catalyzed reaction with a range of N-unprotected amines.