108618-62-8Relevant articles and documents
Umpolung Synthesis of Diarylmethylamines via Palladium- Catalyzed Arylation of N-Benzyl Aldimines
Li, Minyan,Yucel, Baris,Jiménez, Jacqueline,Rotella, Madeline,Fu, Yue,Walsh, Patrick J.
, p. 1910 - 1915 (2016/07/06)
An umpolung synthesis of diarylmethylamine derivatives is presented. This reaction entails a palladium-catalyzed arylation of 1,3-diaryl-2-azaallyl anions, in situ generated from N-benzyl aldimines. A Pd(NIXANTPHOS)-based catalyst together with hindered silylamide bases enabled the coupling of aldimines with aryl bromides in good to excellent yields without product isomerization. Moreover, regioselectivity in the arylation of unsymmetrical 1,3-diaryl-2-azaallyl anions was studied. This method is suitable for a gram scale synthesis of diarylmethylamine derivatives at room temperature without use of a glove box. (Figure presented.) .
Palladium-catalyzed benzylic arylation of N-benzylxanthone imine
Niwa, Takashi,Yorimitsu, Hideki,Oshima, Koichiro
supporting information; experimental part, p. 4689 - 4691 (2009/05/13)
(Chemical Equation Presented) The direct benzylic arylation of N-benzylxanthone imine with aryl chloride proceeds under palladium catalysis, yielding the corresponding coupling product. The product is readily transformed to benzhydrylamine. Taking into consideration that the imine is readily available from benzylic amine, the overall transformation represents a formal cross-coupling reaction of aryl halide with α-aminobenzyl metal.
