67363-83-1Relevant articles and documents
Nickel-Catalyzed Kumada Coupling of Boc-Activated Aromatic Amines via Nondirected Selective Aryl C-N Bond Cleavage
Zhang, Zheng-Bing,Ji, Chong-Lei,Yang, Ce,Chen, Jie,Hong, Xin,Xia, Ji-Bao
, p. 1226 - 1231 (2019)
A nickel-catalyzed Kumada coupling of aniline derivatives was developed by selective cleavage of aryl C-N bonds under mild reaction conditions. Without preinstallation of an ortho directing group on anilines, the cross-coupling reactions of Boc-protected aromatic amines with aryl Grignard reagents afforded unsymmetric biaryls. Mechanistic studies by DFT calculations revealed that the nickel-mediated C-N bond cleavage is the rate-limiting step.
REACTION OF SODIUM SALTS OF AROMATIC SULFONIC ACIDS WITH ALKALI-METAL ARYLIDES
Shein, S. M.,Rusov, V. P.,Sokolenko, V. I.
, p. 2014 - 2016 (2007/10/02)
In the reaction of the sodium salts of benzenesulfonic acid, 1-naphthalenesulfonic acid, and 2-methyl-6-naphthalenesulfonic acid with alkali-metal arylides the sulfo groups are substituted by arylamino groups, and diphenylamine, N-phenyl-1-naphthylamine, N-(p-tolyl)-2-naphthylamine, 2-methyl-N-phenyl-6-naphthylamine, and dinaphthylamine are formed.In the reaction of disodium salts of aromatic disulfonic acids with sodium anilide substitution of the sulfo groups by arylamino groups gave N,N'-diphenyl-m-phenylenediamine, N,N'-diphenyl-p-phenylenediamine, and N,N'-diphenyl-2,6-naphthylenediamine.